CA2257362A1 - Process for the selective alkylation of epoxy-alcohols - Google Patents

Process for the selective alkylation of epoxy-alcohols

Info

Publication number
CA2257362A1
CA2257362A1 CA002257362A CA2257362A CA2257362A1 CA 2257362 A1 CA2257362 A1 CA 2257362A1 CA 002257362 A CA002257362 A CA 002257362A CA 2257362 A CA2257362 A CA 2257362A CA 2257362 A1 CA2257362 A1 CA 2257362A1
Authority
CA
Canada
Prior art keywords
epoxy
alcohols
selective alkylation
alkylation
selective
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.)
Granted
Application number
CA002257362A
Other languages
French (fr)
Other versions
CA2257362C (en
Inventor
Xiu C. Wang
Luping Liu
Ashok V. Bhatia
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.)
AbbVie Inc
Original Assignee
Individual
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 US08/667,038 external-priority patent/US5942633A/en
Application filed by Individual filed Critical Individual
Publication of CA2257362A1 publication Critical patent/CA2257362A1/en
Application granted granted Critical
Publication of CA2257362C publication Critical patent/CA2257362C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/04—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)

Abstract

The hydroxy group of an epoxy-alcohol is selectively alkylated, without affecting the epoxy group, by reaction with an alkylating agent in the presence of a solvent and a strong base. As an example, Betaxolol (4) can be prepared according to scheme (1).
CA002257362A 1996-06-19 1997-06-18 Process for the selective alkylation of epoxy-alcohols Expired - Fee Related CA2257362C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/667,038 1996-06-19
US08/667,038 US5942633A (en) 1996-06-19 1996-06-19 Process for the selective alkylation of betaxolol intermediates
PCT/US1997/010337 WO1997048690A1 (en) 1996-06-19 1997-06-18 Process for the selective alkylation of epoxy-alcohols

Publications (2)

Publication Number Publication Date
CA2257362A1 true CA2257362A1 (en) 1997-12-24
CA2257362C CA2257362C (en) 2007-01-23

Family

ID=37684481

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002257362A Expired - Fee Related CA2257362C (en) 1996-06-19 1997-06-18 Process for the selective alkylation of epoxy-alcohols

Country Status (1)

Country Link
CA (1) CA2257362C (en)

Also Published As

Publication number Publication date
CA2257362C (en) 2007-01-23

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20160620