GB969674A - Production of vic-epoxy ethers - Google Patents

Production of vic-epoxy ethers

Info

Publication number
GB969674A
GB969674A GB1575962A GB1575962A GB969674A GB 969674 A GB969674 A GB 969674A GB 1575962 A GB1575962 A GB 1575962A GB 1575962 A GB1575962 A GB 1575962A GB 969674 A GB969674 A GB 969674A
Authority
GB
United Kingdom
Prior art keywords
epoxy
chloro
alcohol
vic
phenol
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
GB1575962A
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.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of GB969674A publication Critical patent/GB969674A/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
    • C07D303/12—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

Landscapes

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

Abstract

Vic-epoxy alkyl ethers are obtained by reacting in the liquid phase and under subatmospheric pressure and at a temperature below 80 DEG C. a vic-epoxy alkyl halide, having the halogen atom attached to a chain carbon atom which is directly attached to a carbon atom of the epoxy ring with a monohydroxy hydrocarbon in the presence of an aqueous condensation catalyst, while removing aqueous azeotrope from the mixture. Specified epoxyhalides are 1-chloro-2, 3-epoxy-butane; 1-bromo-2, 3-epoxypropane; 1-iodo-2, 3-epoxyhexane; 3-chloro-4, 5-epoxyoctane; 1-chloro-2, 3-epoxycyclohexane; 1-bromo-2, 3-epoxy-3-methyl butane; and 2-chloro-2-methyl-3, 4-epoxypentane. Specified monohydroxy hydrocarbons are methanol. ethanol. propanol, isopropanol, butanol, sec-butanol, pentanol, hexanol, cyclohexanol, heptanol, octanol, phenol, cresols, xylenols, p-tert-butylphenol, o-ethyl-phenol, m-isopropyl phenol, naphthol, allyl alcohol, crotyl alcohol, and proporgyl alcohol. From 1/10 to 10 mols of the halide per mol of alcohol may be used. Specified catalysts are alkali metal hydroxides, alkaline earth metal hydroxides and oxides, phenates, metal halides, sulphuric acid and boric acid. The preferred temperature range is 55-80 DEG C.
GB1575962A 1961-04-27 1962-04-25 Production of vic-epoxy ethers Expired GB969674A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US10590361A 1961-04-27 1961-04-27

Publications (1)

Publication Number Publication Date
GB969674A true GB969674A (en) 1964-09-16

Family

ID=22308435

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1575962A Expired GB969674A (en) 1961-04-27 1962-04-25 Production of vic-epoxy ethers

Country Status (1)

Country Link
GB (1) GB969674A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3536734A (en) * 1966-07-14 1970-10-27 Shell Oil Co Process for the preparation of polyglycidyl ethers

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3536734A (en) * 1966-07-14 1970-10-27 Shell Oil Co Process for the preparation of polyglycidyl ethers

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