GB947419A - Unsaturated bis-tertiary glycols and processes for their production - Google Patents
Unsaturated bis-tertiary glycols and processes for their productionInfo
- Publication number
- GB947419A GB947419A GB28996/61A GB2899661A GB947419A GB 947419 A GB947419 A GB 947419A GB 28996/61 A GB28996/61 A GB 28996/61A GB 2899661 A GB2899661 A GB 2899661A GB 947419 A GB947419 A GB 947419A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- phenyl
- halogen atom
- acetylene
- reacted
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
- C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
- C07C29/42—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing triple carbon-to-carbon bonds, e.g. with metal-alkynes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises unsaturated bistertiary glycols of the general formula: <FORM:0947419/C2/1> wherein R represents a hydrogen atom or the methyl group, X represents a halogen atom or the trifluoromethyl group, Y represents a hydrogen atom or a halogen atom and each Z represents hydrogen or, together, they represent an additional bond; and their preparation by (I) reacting a 2-phenyl acetoin of formula: <FORM:0947419/C2/2> with at least 1 molar excess of an organometallic compound of formula: <FORM:0947419/C2/3> wherein M is the group Hal-Mg-, where Hal is a halogen atom, or when the two symbols z together represent an additional bond M may also be lithium, sodium or potassium, and then hydrolysing the reaction product obtained, and (z) optionally hydrogenating in the presence of a hydrogenation catalyst an acetylene of formula I to an ethylene. Metal acetylides III may be formed directly in liquid ammonia or during reaction from the alkyne and a suspended alkali metal hydroxide. Organic magnesium halides III may be prepared in tetrahydrofuran, for example reacting ethyl magnesium bromide with acetylene. 2-Phenyl-acetoins II may be prepared from phenyl magnesium bromides reacted with diacetyl or from acetophenones reacted with acetylides to give a product to which water is added.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH976860A CH390235A (en) | 1960-08-30 | 1960-08-30 | Process for the production of unsaturated bis-tertiary glycols |
Publications (1)
Publication Number | Publication Date |
---|---|
GB947419A true GB947419A (en) | 1964-01-22 |
Family
ID=4355468
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB28996/61A Expired GB947419A (en) | 1960-08-30 | 1961-08-11 | Unsaturated bis-tertiary glycols and processes for their production |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE607678A (en) |
CH (1) | CH390235A (en) |
DE (1) | DE1180734B (en) |
ES (1) | ES270161A1 (en) |
GB (1) | GB947419A (en) |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1073477B (en) * | 1960-01-21 | Lovens kemiske Fabrik ved A. Kongsted, Kopenhagen | Process for the production of 2-phenyl- and 2-p-chlorophenyl- 3-methyl-2,3-dihydroxy-hexene- (5) effective as sedatives | |
DE1082251B (en) * | 1958-01-02 | 1960-05-25 | Leo Pharm Prod Ltd | Process for the production of phenyl alkynediols |
-
1960
- 1960-08-30 CH CH976860A patent/CH390235A/en unknown
-
1961
- 1961-08-11 GB GB28996/61A patent/GB947419A/en not_active Expired
- 1961-08-29 DE DE1961G0033030 patent/DE1180734B/en active Pending
- 1961-08-29 ES ES270161A patent/ES270161A1/en not_active Expired
- 1961-08-30 BE BE607678A patent/BE607678A/en unknown
Also Published As
Publication number | Publication date |
---|---|
DE1180734B (en) | 1964-11-05 |
BE607678A (en) | 1962-02-28 |
ES270161A1 (en) | 1962-03-01 |
CH390235A (en) | 1965-04-15 |
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