GB1245957A - Production of acetylenic monoalcohols - Google Patents

Production of acetylenic monoalcohols

Info

Publication number
GB1245957A
GB1245957A GB58904/68A GB5890468A GB1245957A GB 1245957 A GB1245957 A GB 1245957A GB 58904/68 A GB58904/68 A GB 58904/68A GB 5890468 A GB5890468 A GB 5890468A GB 1245957 A GB1245957 A GB 1245957A
Authority
GB
United Kingdom
Prior art keywords
activator
treatment
monoalcohols
acetylenic
anion exchanger
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
Application number
GB58904/68A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from DE19671643710 external-priority patent/DE1643710B1/en
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB1245957A publication Critical patent/GB1245957A/en
Expired legal-status Critical Current

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

1,245,957. Preparing acetylenic monoalcohols. BADISCHE ANILIN- & SODA-FABRIK A.G. 11 Dec., 1968 [12 Dec., 1967], No. 58904/68. Heading C2C. Acetylenic monoalcohols are obtained by reacting acetylene with an organic carbonyl compound at elevated temperature and pressure in the presence of an anion exchanger containing quaternary ammonium groups, the anion exchanger being reactivated during the reaction by treatment with a solution of a compound consisting of an alkali metal cation or alkaline earth metal cation (including magnesium) and an exchangeable counterion which is capable of catalysing the reaction. The counterions are stated to be anions which are more or less freely movable in anion exchangers and readily exchange with other anions, the preferred counterions being hydroxide, cyanide and alcoholate ions, the latter being preferably aliphatic alcoholates including alcoholates of the acetylene monoalcohol which is to be produced. Suitable activating compounds are those of Li, Ba, Ca, Mg and especially Na and K compounds. The treatment is suitably effected at 10‹ to 80‹ C. and suitable solvents for dissolving the activating compound are alcohols, dimethyl formamide, dimethyl sulphoxide and tetrahydrofuran. The anion exchanger should be first freed from water, e.g. by treatment with a solvent, e.g. by passing an alcohol, ether or acetal through it, or by drying over P 2 O 5 in vacuo. The carbonyl compound may be an aldehyde or ketone and examples are given for the production of (1) 3 - methyl - 1 - butyn - 3 - ol from acetone using methanolic caustic potash as activator, (2) α - dehydrolinalool from 2 - methyl - 1 - hepten-6-one using KOH in α-dehydrolinalool as activator, and (3) 4-ethyl-1-octyn-3-ol from 2-ethyl-1-hexanal using methanolic caustic potash as activator.
GB58904/68A 1967-12-12 1968-12-11 Production of acetylenic monoalcohols Expired GB1245957A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19671643710 DE1643710B1 (en) 1967-12-12 1967-12-12 Process for the production of acetylene monoalcohols

Publications (1)

Publication Number Publication Date
GB1245957A true GB1245957A (en) 1971-09-15

Family

ID=5684365

Family Applications (1)

Application Number Title Priority Date Filing Date
GB58904/68A Expired GB1245957A (en) 1967-12-12 1968-12-11 Production of acetylenic monoalcohols

Country Status (3)

Country Link
BE (1) BE725275A (en)
FR (1) FR1596029A (en)
GB (1) GB1245957A (en)

Also Published As

Publication number Publication date
BE725275A (en) 1969-06-11
FR1596029A (en) 1970-06-15

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