GB864881A - Process for the production of 1-chloro-2:3-epoxy-4-hydroxybutane - Google Patents

Process for the production of 1-chloro-2:3-epoxy-4-hydroxybutane

Info

Publication number
GB864881A
GB864881A GB33327/57A GB3332757A GB864881A GB 864881 A GB864881 A GB 864881A GB 33327/57 A GB33327/57 A GB 33327/57A GB 3332757 A GB3332757 A GB 3332757A GB 864881 A GB864881 A GB 864881A
Authority
GB
United Kingdom
Prior art keywords
dichloro
isomer
alkali
chloro
epoxy
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
GB33327/57A
Inventor
Edwin George Edward Hawkins
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.)
Distillers Co Yeast Ltd
Distillers Co Ltd
Original Assignee
Distillers Co Yeast Ltd
Distillers Co Ltd
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 Distillers Co Yeast Ltd, Distillers Co Ltd filed Critical Distillers Co Yeast Ltd
Priority to GB33327/57A priority Critical patent/GB864881A/en
Publication of GB864881A publication Critical patent/GB864881A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/24—Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
    • C07D301/26—Y being hydrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)

Abstract

1-Chloro-2:3-epoxy-4-hydroxybutane is proproduced by treating the higher melting point isomer of 1:2-dichloro-3:4-dihydroxybutane with an alkali in a liquid reaction medium. It is preferred to use an alkali metal hydroxide such as sodium hydroxide in an amount equivalent to the amount of the chlorobutaneglycol. Suitable diluents are water and aliphatic alcohols containing not more than six carbon atoms. The process can be effected at normal ambient temperatures, but heating or cooling may be employed if desired. The product may be recovered by solvent extraction and/or distillation, preferably after any alkali in the reaction mixture has been neutralised. The higher melting point isomer of 1:2-dichloro- 3:4-dihydroxybutane is obtained from the lower boiling isomer of 1:2-dichloro-3:4-epoxy-butane by hydration, e.g. by heating with dilute sulphuric acid. If the lower melting point isomer of 1:2-dichloro-3:4-dihydroxy butane is treated with alkali in a liquid medium a mixture of 3:4 epoxytetrahydrofuran, the higher boiling isomer of 3-chloro-4-hydroxy-tetrahydrofuran and unchanged starting material is obtained. Specification 864,880 is referred to.
GB33327/57A 1957-10-25 1957-10-25 Process for the production of 1-chloro-2:3-epoxy-4-hydroxybutane Expired GB864881A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB33327/57A GB864881A (en) 1957-10-25 1957-10-25 Process for the production of 1-chloro-2:3-epoxy-4-hydroxybutane

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB33327/57A GB864881A (en) 1957-10-25 1957-10-25 Process for the production of 1-chloro-2:3-epoxy-4-hydroxybutane

Publications (1)

Publication Number Publication Date
GB864881A true GB864881A (en) 1961-04-12

Family

ID=10351504

Family Applications (1)

Application Number Title Priority Date Filing Date
GB33327/57A Expired GB864881A (en) 1957-10-25 1957-10-25 Process for the production of 1-chloro-2:3-epoxy-4-hydroxybutane

Country Status (1)

Country Link
GB (1) GB864881A (en)

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