GB1011318A - Process for the production of 2-and/or 3-hydroxy-bicyclo-[2,2,1]-heptane-6-methanol - Google Patents

Process for the production of 2-and/or 3-hydroxy-bicyclo-[2,2,1]-heptane-6-methanol

Info

Publication number
GB1011318A
GB1011318A GB1812464A GB1812464A GB1011318A GB 1011318 A GB1011318 A GB 1011318A GB 1812464 A GB1812464 A GB 1812464A GB 1812464 A GB1812464 A GB 1812464A GB 1011318 A GB1011318 A GB 1011318A
Authority
GB
United Kingdom
Prior art keywords
heptane
methanol
bicyclo
hydroxy
acid
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
GB1812464A
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.)
Huels AG
Original Assignee
Chemische Werke Huels 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
Application filed by Chemische Werke Huels AG filed Critical Chemische Werke Huels AG
Publication of GB1011318A publication Critical patent/GB1011318A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3212—Polyhydroxy compounds containing cycloaliphatic groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/123—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/137—Acids or hydroxy compounds containing cycloaliphatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

2- and/or 3-hydroxy bicyclo-[2,2,1]-heptane-6-methanol is made by adding water on to bicyclo - [2,2,1] - heptene - 2 - methanol in the liquid phase at 90 DEG to 180 DEG C., preferably 130 DEG to 160 DEG C., with at least 10 times molar excess water and in the presence of less than 5% by weight of the total weights of reactants, of a mineral, carboxylic or a Lewis acid. Especially good is the continuous process in a circulatory reactor wherein the olefin is allowed to flow continuously into an excess of dilute aqueous acid. As by-product, 6-oxatricyclo-[3,2,1,1,3,8]-heptane is obtained in up to 30% yields. In the examples, the use of H3PO4, BPO4, acetic acid, zinc chloride and formic acid, in an autoclave are compared and a continuous apparatus is described with the aid of a flow sheet (not shown).
GB1812464A 1963-05-03 1964-05-01 Process for the production of 2-and/or 3-hydroxy-bicyclo-[2,2,1]-heptane-6-methanol Expired GB1011318A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC29840A DE1224308B (en) 1963-05-03 1963-05-03 Process for the preparation of 2- and 3-hydroxy-bicyclo- [2, 2, 1] -heptyl- (6) -methanol

Publications (1)

Publication Number Publication Date
GB1011318A true GB1011318A (en) 1965-11-24

Family

ID=7019115

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1812464A Expired GB1011318A (en) 1963-05-03 1964-05-01 Process for the production of 2-and/or 3-hydroxy-bicyclo-[2,2,1]-heptane-6-methanol

Country Status (2)

Country Link
DE (1) DE1224308B (en)
GB (1) GB1011318A (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2440220A (en) * 1945-11-06 1948-04-20 Resinous Prod & Chemical Co Cyclic ether
DE955501C (en) * 1953-12-16 1957-01-03 Gelsenkrichener Bergwerks Akti Process for the preparation of oxyendomethylene hexahydrobenzene and / or di- (endomethylene hexahydrophenyl) aether by the addition of water to endomethylene tetrahydrobenzene

Also Published As

Publication number Publication date
DE1224308B (en) 1966-09-08

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