SU95525A1 - Method for producing phenylacetic acid - Google Patents
Method for producing phenylacetic acidInfo
- Publication number
- SU95525A1 SU95525A1 SU445602A SU445602A SU95525A1 SU 95525 A1 SU95525 A1 SU 95525A1 SU 445602 A SU445602 A SU 445602A SU 445602 A SU445602 A SU 445602A SU 95525 A1 SU95525 A1 SU 95525A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- phenylacetic acid
- acid
- ether
- solution
- producing
- Prior art date
Links
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 title description 10
- 229960003424 phenylacetic acid Drugs 0.000 title description 5
- 239000003279 phenylacetic acid Substances 0.000 title description 5
- 238000004519 manufacturing process Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000000243 solution Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 description 3
- 235000011118 potassium hydroxide Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- ZDHURYWHEBEGHO-UHFFFAOYSA-N potassiopotassium Chemical compound [K].[K] ZDHURYWHEBEGHO-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Известен способ получени фенилуксусной кислоты из хлористого бензила, который при взаимодействии с цианистым калием образует бензилциапид; омылением последнего получают фенилуксуеную кислоту.A known method for the preparation of phenylacetic acid from benzyl chloride, which, in reaction with potassium cyanide, forms a benzyl cyapide; saponification of the latter gives phenylacetic acid.
Недостатком этого способа в.ч етс применение высокотоксичиого циаиистого кали .The disadvantage of this method is the use of highly toxic potassium potassium.
Предлагаемый способ пе требует при.меиени п,ианистого кали , вл етс более простым н дает возможность использовать в качестве исходного вещества хлорацетофенон.The proposed method does not require the addition of n, potassium ananil, is simpler and makes it possible to use chloroacetophenone as the starting material.
Особенность предлагаемого способа CvJ-CTOHT в том, что растворенifbiii в luiepTiioM органическо-.м растворителе х.-1ораиетофеион обрабатывают нороиткообразпым едким кали.The peculiarity of the proposed method CvJ-CTOHT is that ififbiii is dissolved in luiepTioM organic-m solvent x.-
Примеры: 1. 6,4 г х.торацето (|))на )аствор ют в 60 мл сухого эфира. При нитенсивПом неремешивании в получеппый )аство|) внос т небольпглми порци ми 3.8 i порошкообразного едкого кали. Полученную реакциоииую смесь кип т т при перемешпвапии в течение одного часа, .после чего охлаждают и прибавл ют к пей небольшими порци ми холодную воду. Эфирный а ой промывают разбавленным раствором щелОЧи, а щелочную выт жку присоедин ют затем к водному слою. Последний нагревают с собравшейс на дне колбы смолой, после чего гор чий. )аствор декантируют со смо .тистого остатка, который извлекают дополнительно 1ор че водой. Объединенные водиые выт жки подкисл ют но конго концентрирО ванвой сол ной кислотой, выпавшую фенилуксусную кислоту высаливают п многократно нзвлекают эфиром. Эфирную выт жку сушат над безводным сульфатом натри , эфир отгон ют , а остаток перегон ют в вакууме . Получают 4,75 г (84% от теоретического выхода) тех п-1ческо 1 фен.илуксусноГ кис.лоть с тe mepaтурой п.тавлени 67 - 70°. После перекристаллизации из воды кислота имеет температуру плавлени 75 76° и не дает депрессии с образном феиилуксуспой Кислоты.Examples: 1. 6.4 g of x.toraceto (|)) per) are dissolved in 60 ml of dry ether. When the mixture is not mixed, it is introduced into the receptacle |) in small portions of 3.8 i powdered caustic potash. The resulting reaction mixture is boiled under stirring for one hour, after which it is cooled and cold water is added to the drinks in small portions. The ether solution is washed with a dilute alkali solution, and the alkaline extract is then attached to the aqueous layer. The latter is heated with resin that has accumulated on the bottom of the flask, and then hot. The solution is decanted from the wet residue, which is additionally extracted with water. The combined aqueous extracts are acidified with a Congo-concentrated hydrochloric acid with hydrochloric acid, and the precipitated phenylacetic acid is salted out and repeatedly removed by ether. The ether extract is dried over anhydrous sodium sulfate, the ether is distilled off, and the residue is distilled in vacuo. 4.75 g (84% of the theoretical yield) of those n-1 cc 1 phenyl acetic acid with a temperature of 67–70 ° C is obtained. After recrystallization from water, the acid has a melting point of 75 ° -76 ° and does not give a depression with an acid-shaped feiyl-freeze.
2. Раствор 6,4 г хлорацетофенона в 60 мл абсо.потного бензола обрабатывают 3,8 г порошкообразпого2. A solution of 6.4 g of chloroacetophenone in 60 ml of absolute benzene is treated with 3.8 g of powdered
jYo 95525 -2 -jYo 95525 -2 -
едкого кали, как и в примере I. Про-отгоМКи растворител и перегонки вcaustic potash, as in example I. Pro-solvent preparations and distillation in
должительность :ки,п чени в этомвакууме получают 3,32 г (57% теореслучае составл ет 30 мин. Выпавшийтичеокото выхода) технической феосадок отсасывают и промываютмилуксусиой кислоты,duration: 3,32 g (57% of the theoretical case is 30 minutes) are obtained in this vacuum. The resultant technical product is sucked off and rinsed with milicussic acid,
многократно бензоло-м. Бензольный„ repeatedly benzol m. Benzene „
раствор, затем исчерпывающе извле-Предмет и з об р е т е и и solution, then exhaustively extract-Subject and revision and and
кают насыщенным раствором дву-Опособ получени {)енилуксуснойa cabin with a saturated solution of the two-preparation method {) enylacetic
углекислой соды. Содовую выт жкукислоты,., отл и ч.а.ющ и йс тем,carbon dioxide soda. Soda extract,., Exc and chaa and ys,
налревают с отфильтрованным-.осад,-что растворенный в .эфире или бенком , фильтруют, подкисл ют и извле-золе хлорацетофенон обрабатываютthey are filtered from a precipitate, that is dissolved in ether or a benzoic filter, filtered, acidified and the chloroacetophenone removed from the sol is treated
кают бензолом. В результате сушки,норошкообразным едким кали.cabin benzene. As a result of drying, mink-borne caustic potash.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU445602A SU95525A1 (en) | 1951-11-17 | 1951-11-17 | Method for producing phenylacetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU445602A SU95525A1 (en) | 1951-11-17 | 1951-11-17 | Method for producing phenylacetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU95525A1 true SU95525A1 (en) | 1952-11-30 |
Family
ID=48626174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU445602A SU95525A1 (en) | 1951-11-17 | 1951-11-17 | Method for producing phenylacetic acid |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU95525A1 (en) |
-
1951
- 1951-11-17 SU SU445602A patent/SU95525A1/en active
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