GB865916A - A process for the production of 1,8-dihydroxy-2,6-octadiene and octamethylene glycol - Google Patents

A process for the production of 1,8-dihydroxy-2,6-octadiene and octamethylene glycol

Info

Publication number
GB865916A
GB865916A GB24202/57A GB2420257A GB865916A GB 865916 A GB865916 A GB 865916A GB 24202/57 A GB24202/57 A GB 24202/57A GB 2420257 A GB2420257 A GB 2420257A GB 865916 A GB865916 A GB 865916A
Authority
GB
United Kingdom
Prior art keywords
octadiene
butene
dihydroxy
prepared
production
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
GB24202/57A
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.)
Montedison SpA
Original Assignee
Montedison SpA
Montecatini Societa Generale per lIndustria Mineraria e Chimica SpA
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
Application filed by Montedison SpA, Montecatini Societa Generale per lIndustria Mineraria e Chimica SpA filed Critical Montedison SpA
Publication of GB865916A publication Critical patent/GB865916A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/02—Acyclic alcohols with carbon-to-carbon double bonds
    • C07C33/025—Acyclic alcohols with carbon-to-carbon double bonds with only one double bond
    • 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
    • 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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/02—Acyclic alcohols with carbon-to-carbon double bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/04—Acyclic alcohols with carbon-to-carbon triple bonds
    • C07C33/042—Acyclic alcohols with carbon-to-carbon triple bonds with only one triple bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14—Unsaturated ethers
    • C07C43/178—Unsaturated ethers containing hydroxy or O-metal groups
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/16—Acetic acid esters of dihydroxylic compounds

Abstract

1, 8-dihydroxy-2, 6-octadiene is prepared by treating 1, 8-diacetoxy, 2, 6-octadiene with anhydrous methanol in the presence of hydrogen chloride. The unsaturated diol thus obtained may then be directly hydrogenated e.g. in the presence of Raney nickel to give octamethylene glycol. The diacetoxy compound may be prepared by reacting a solution of 1-chloro-4-acetoxy-2-butene e.g. in acetonitrile, with iron powder and the butene compound may be prepared by reacting 1, 4-dichloro-2-butene with sodium acetate. An example of the process starting from 1, 4-dichloro-2-butene is given.
GB24202/57A 1956-08-03 1957-07-30 A process for the production of 1,8-dihydroxy-2,6-octadiene and octamethylene glycol Expired GB865916A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT865916X 1956-08-03

Publications (1)

Publication Number Publication Date
GB865916A true GB865916A (en) 1961-04-26

Family

ID=11330641

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24202/57A Expired GB865916A (en) 1956-08-03 1957-07-30 A process for the production of 1,8-dihydroxy-2,6-octadiene and octamethylene glycol

Country Status (1)

Country Link
GB (1) GB865916A (en)

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