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GB1064167A - Preparation of cyclic alkanols - Google Patents

Preparation of cyclic alkanols

Info

Publication number
GB1064167A
GB1064167A GB28619/64A GB2861964A GB1064167A GB 1064167 A GB1064167 A GB 1064167A GB 28619/64 A GB28619/64 A GB 28619/64A GB 2861964 A GB2861964 A GB 2861964A GB 1064167 A GB1064167 A GB 1064167A
Authority
GB
United Kingdom
Prior art keywords
cyclic
alkanols
reactor
ketones
prepared
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
GB28619/64A
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering Co
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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB1064167A publication Critical patent/GB1064167A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C07C29/145Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones with hydrogen or hydrogen-containing gases
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/48Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • C07C29/52Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/18Systems containing only non-condensed rings with a ring being at least seven-membered

Landscapes

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

Abstract

Cylic alkanols are prepared by oxiding cycloparaffins with air in the presence of a boric acid compound to convert at the most, 20 weight per cent to oxidation products including borate esters, vacuum flashing to remove the unoxidized hydrocarbons and ketones, and hydrolysing the residual borate esters to the cyclic alkanols. The overheads from the vacuum flash are condensed, hydrogenated to reduce the ketones to cyclic alkanols and recycled to the air oxidation step, in a ratio of from about 10 to 25 parts per part of fresh feed. The cyclo-paraffin feed may be obtained by catalytic hydrogenation of cyclic dimers and trimers of conjugated di-olefines, and an example describes the preparation of cyclodecanol from cyclododecane prepared in turn by hydrogenating cyclododecatriene in the presence of a nickel catalyst. The cyclic alcohols may be further oxidized with nitric acid to the dibasic acids. Apparatus comprising a hydrogenation reactor, followed by an air oxidation reactor, a condenser, a borate ester flash drum and a reactor in which the borate ester products are hydrolysed is described and illustrated.
GB28619/64A 1963-08-19 1964-07-10 Preparation of cyclic alkanols Expired GB1064167A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US30312263A 1963-08-19 1963-08-19

Publications (1)

Publication Number Publication Date
GB1064167A true GB1064167A (en) 1967-04-05

Family

ID=23170640

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28619/64A Expired GB1064167A (en) 1963-08-19 1964-07-10 Preparation of cyclic alkanols

Country Status (3)

Country Link
BE (1) BE652006A (en)
DE (1) DE1243182B (en)
GB (1) GB1064167A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114105741A (en) * 2021-12-16 2022-03-01 中国天辰工程有限公司 Preparation method of large cycloalkanolone

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114105741A (en) * 2021-12-16 2022-03-01 中国天辰工程有限公司 Preparation method of large cycloalkanolone
CN114105741B (en) * 2021-12-16 2024-06-04 中国天辰工程有限公司 Preparation method of macrocyclic alcohol ketone

Also Published As

Publication number Publication date
DE1243182B (en) 1967-06-29
BE652006A (en)

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