GB1317769A - Process for preparing benzoate esters - Google Patents
Process for preparing benzoate estersInfo
- Publication number
- GB1317769A GB1317769A GB3764570A GB3764570A GB1317769A GB 1317769 A GB1317769 A GB 1317769A GB 3764570 A GB3764570 A GB 3764570A GB 3764570 A GB3764570 A GB 3764570A GB 1317769 A GB1317769 A GB 1317769A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- benzoate esters
- glycol
- reaction
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001558 benzoic acid derivatives Chemical class 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 239000005711 Benzoic acid Substances 0.000 abstract 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- 235000010233 benzoic acid Nutrition 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229960005323 phenoxyethanol Drugs 0.000 abstract 1
- 229920001515 polyalkylene glycol Polymers 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000003077 polyols Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/78—Benzoic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1317769 Preparation of benzoate esters DOW CHEMICAL CO 4 Aug 1970 [4 Aug 1969] 37645/70 Heading C2C A process for the preparation of benzoate esters by the reaction of a benzoic acid or a benzoic acid having no more than three inert substituents, i.e. C 1-10 alkyl, C 1-10 alkoxy and CF 3 with an alcohol which is an alkylene or polyalkylene glycol or an aliphatic monoether of said glycol of up to 10 carbon atoms, a glycol monoaryl ether of up to 14 carbon atoms, a polyol having at least three -OH groups of up to 10 carbon atoms or an alkanol, aralkanol or alkenol of 4 to 20 carbon atoms, at 180‹ to 350‹ C. in the absence of air or oxygen and under conditions minimizing contact of the resulting ester and water comprises utilizing at least 1À1 moles of the acid for each hydroxyl equivalent and carrying out the reaction in the absence of a catalyst. The examples describe the preparation of benzoate esters by the reaction of benzoic acid with glycerol, 2- phenoxyethanol, benzyl alcohol and dipropylene glycol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US84741069A | 1969-08-04 | 1969-08-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1317769A true GB1317769A (en) | 1973-05-23 |
Family
ID=25300558
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3764570A Expired GB1317769A (en) | 1969-08-04 | 1970-08-04 | Process for preparing benzoate esters |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE754330A (en) |
| DE (1) | DE2038727A1 (en) |
| FR (1) | FR2057843A5 (en) |
| GB (1) | GB1317769A (en) |
| NL (1) | NL7011137A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4273696A (en) * | 1977-11-30 | 1981-06-16 | Imperial Chemical Industries Limited | Polyvinylchloride compositions containing phenoxy alkanol dicarboxylic acid ester plasticizers |
-
0
- BE BE754330D patent/BE754330A/en unknown
-
1970
- 1970-07-28 NL NL7011137A patent/NL7011137A/xx unknown
- 1970-07-30 FR FR7028092A patent/FR2057843A5/fr not_active Expired
- 1970-08-04 GB GB3764570A patent/GB1317769A/en not_active Expired
- 1970-08-04 DE DE19702038727 patent/DE2038727A1/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4273696A (en) * | 1977-11-30 | 1981-06-16 | Imperial Chemical Industries Limited | Polyvinylchloride compositions containing phenoxy alkanol dicarboxylic acid ester plasticizers |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7011137A (en) | 1971-02-08 |
| FR2057843A5 (en) | 1971-05-21 |
| DE2038727A1 (en) | 1971-02-18 |
| BE754330A (en) | 1971-02-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |