GB762477A - Process for the conversion of aliphatic and cycloaliphatic nitrous acid esters to the corresponding alcohols - Google Patents

Process for the conversion of aliphatic and cycloaliphatic nitrous acid esters to the corresponding alcohols

Info

Publication number
GB762477A
GB762477A GB20409/53A GB2040953A GB762477A GB 762477 A GB762477 A GB 762477A GB 20409/53 A GB20409/53 A GB 20409/53A GB 2040953 A GB2040953 A GB 2040953A GB 762477 A GB762477 A GB 762477A
Authority
GB
United Kingdom
Prior art keywords
nitrite
acid
reducing
aliphatic
cycloaliphatic
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
GB20409/53A
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of GB762477A publication Critical patent/GB762477A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C07C35/06—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a five-membered rings

Landscapes

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

Abstract

Aliphatic and cycloaliphatic nitrous acid esters are converted to the corresponding alcohols by treating such an ester, in aqueous solution, with a reducing acid, or with a non-reducing acid in the presence of an ionisable reducing agent. Suitable nitrous acid esters include methyl nitrite, ethyl nitrite, n-propyl nitrite, butyl nitrite, isobutyl nitrite, n-heptyl nitrite, cyclohexyl nitrite and cyclopentyl nitrite. Suitable reducing acids include sulphurous acid, selenious acid, arsenious acid, phosphorous acid, hydrogen sulphide and formic acid. In place of reducing acids a non-reducing acid in the presence of reducing ions introduced, e.g., by adding stannous chloride or a metal such as iron, may be used. Elevated temperatures may be used. The process may be applied to the mixtures of nitro-hydrocarbons and esters of nitrous acid obtained by nitration of aliphatic and cycloaliphatic hydrocarbons. In the examples: (a) n-hexyl nitrite is treated with an aqueous solution of arsenic trioxide to give n-hexyl alcohol; (b) cyclohexyl nitrite is treated with 20 per cent sulphuric acid and powdered iron to give cyclohexanol; and (c) cyclohexyl nitrite is treated with sulphurous acid to give cyclohexanol; the starting material is formed along with nitrocyclohexane and dinitrocyclohexane by the nitration of cyclohexane.
GB20409/53A 1952-07-24 1953-07-22 Process for the conversion of aliphatic and cycloaliphatic nitrous acid esters to the corresponding alcohols Expired GB762477A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE762477X 1952-07-24

Publications (1)

Publication Number Publication Date
GB762477A true GB762477A (en) 1956-11-28

Family

ID=6668115

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20409/53A Expired GB762477A (en) 1952-07-24 1953-07-22 Process for the conversion of aliphatic and cycloaliphatic nitrous acid esters to the corresponding alcohols

Country Status (1)

Country Link
GB (1) GB762477A (en)

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