GB902014A - A process for the preparation of tertiary acetylenic alcohols - Google Patents
A process for the preparation of tertiary acetylenic alcoholsInfo
- Publication number
- GB902014A GB902014A GB16287/59A GB1628759A GB902014A GB 902014 A GB902014 A GB 902014A GB 16287/59 A GB16287/59 A GB 16287/59A GB 1628759 A GB1628759 A GB 1628759A GB 902014 A GB902014 A GB 902014A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ketone
- alkaline earth
- alkali
- acetylene
- methyl
- 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
- 150000001298 alcohols Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 4
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 3
- 239000003513 alkali Substances 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 2
- -1 mono-substituted acetylene Chemical group 0.000 abstract 2
- CEBKHWWANWSNTI-UHFFFAOYSA-N 2-methylbut-3-yn-2-ol Chemical compound CC(C)(O)C#C CEBKHWWANWSNTI-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- 150000000476 acetylides Chemical class 0.000 abstract 1
- 125000002723 alicyclic group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000001339 alkali metal compounds Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000001341 alkaline earth metal compounds Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000002904 solvent Substances 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
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Tertiary acetylenic alcohols of the general formula:-<FORM:0902014/IV (b)/1> in which R and R1 represent aliphatic, aromatic, alicyclic, aromatic-aliphatic or heterocyclic radicals and R11 represents one of these groups or hydrogen, are prepared by reacting a ketone of formula <FORM:0902014/IV (b)/2> under superatmospheric pressure with acetylene or a mono-substituted acetylene of formula R11CCH in the presence of not more than 1 gram atom or mole per 7 moles of the ketone of a catalyst consisting of one or more of the following:-alkali metals, alkaline earth metals, alkali metal or alkaline earth metal acetylides, alkali or alkaline earth metal enolates of the ketone, and alkali or alkaline earth metal compounds capable of forming under the reaction conditions and without the formation of water the corresponding acetylides or the enolates of the ketone and also in the presence of a solvent consisting of anhydrous liquid ammonia or an amine. It is preferred to use an excess of acetylene or mono-substituted acetylene with respect to the ketone. The preferred temperature range for carrying out the process is from -40 DEG to +40 DEG C. Examples are given of the preparation of (a) 3-methyl-but-1-yne-3-ol, (b) 3-methyl-1-phenyl-but-`-yne-3-ol, (c) 1,1-diphenyl - 1 - hydroxy-propyne-2 and (d) 3-methyl - 3 - hydroxy-pentyne-1. Specification 502,693 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT590732 | 1958-05-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB902014A true GB902014A (en) | 1962-07-25 |
Family
ID=11120741
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16287/59A Expired GB902014A (en) | 1958-05-19 | 1959-05-12 | A process for the preparation of tertiary acetylenic alcohols |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH415597A (en) |
| GB (1) | GB902014A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2206559C1 (en) * | 2001-10-16 | 2003-06-20 | Щелкунов Сергей Анатольевич | METHOD FOR PREPARING α-ACETYLENE γ-DIOLS |
-
1959
- 1959-05-08 CH CH7301959A patent/CH415597A/en unknown
- 1959-05-12 GB GB16287/59A patent/GB902014A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2206559C1 (en) * | 2001-10-16 | 2003-06-20 | Щелкунов Сергей Анатольевич | METHOD FOR PREPARING α-ACETYLENE γ-DIOLS |
Also Published As
| Publication number | Publication date |
|---|---|
| CH415597A (en) | 1966-06-30 |
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