GB1381149A - Manufacture of cyclohexanol from cyclohexene - Google Patents

Manufacture of cyclohexanol from cyclohexene

Info

Publication number
GB1381149A
GB1381149A GB2308372A GB2308372A GB1381149A GB 1381149 A GB1381149 A GB 1381149A GB 2308372 A GB2308372 A GB 2308372A GB 2308372 A GB2308372 A GB 2308372A GB 1381149 A GB1381149 A GB 1381149A
Authority
GB
United Kingdom
Prior art keywords
cyclohexene
cyclohexanol
column
sulphuric acid
reactor
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
GB2308372A
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik 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
Priority claimed from DE19712124590 external-priority patent/DE2124590C3/en
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB1381149A publication Critical patent/GB1381149A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/03—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2
    • C07C29/04—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2 by hydration of carbon-to-carbon double bonds
    • C07C29/05—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2 by hydration of carbon-to-carbon double bonds with formation of absorption products in mineral acids and their hydrolysis
    • C07C29/06—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by addition of hydroxy groups to unsaturated carbon-to-carbon bonds, e.g. with the aid of H2O2 by hydration of carbon-to-carbon double bonds with formation of absorption products in mineral acids and their hydrolysis the acid being sulfuric acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Environmental & Geological Engineering (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Geochemistry & Mineralogy (AREA)
  • Geology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1381149 Preparation of cyclohexanol BADISCHE ANILIN- & SODA-FABRIK AG 17 May 1972 [18 May 1971] 23083/72 Heading C2C Cyclohexanol is produced in a continuous process from cyclohexene in two stages involving the addition of sulphuric acid in hydration in which the addition of sulphuric acid is carried out in the presence of ferrous sulphate. As illustrated in the flow diagram cyclohexene is passed through line 6 to the reactor 1, where it is caused to boil and the temperature is maintained at 82‹ C. by vapour cooling while a 60% sulphuric acid solution, heated at 110‹ C., is fed to the reactor through line 7 and thus added to the boiling cyclohexene. The sulphuric acid leaving the reactor is diluted with water to a concentration of 30% in a mixing line 8 and passes to a saponifying and stripping column 2 operating at atmospheric temperature and a temperature of 110‹ C. The concentrated sulphuric acid (60%) which collects at the base of this column is recycled to the absorption reactor 1 through line 9. The overheads leaving column 2 pass to a separator 3 operating at 20‹ C. and in which an aqueous phase containing 3% of cyclohexanol, which is used for the hydrolysis of the alkyl sulphate, and an organic phase comprising cyclohexene, cyclohexanol and traces of water are obtained, which is fed to a column 4 for the removal of cyclohexene and traces of water, residual water being removed by adding cyclohexene at the top of the column and in a second column 5, cyclohexanol is removed from the residue.
GB2308372A 1971-05-18 1972-05-17 Manufacture of cyclohexanol from cyclohexene Expired GB1381149A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712124590 DE2124590C3 (en) 1971-05-18 Process for the continuous production of cyclohexanol from cyclohexene

Publications (1)

Publication Number Publication Date
GB1381149A true GB1381149A (en) 1975-01-22

Family

ID=5808219

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2308372A Expired GB1381149A (en) 1971-05-18 1972-05-17 Manufacture of cyclohexanol from cyclohexene

Country Status (4)

Country Link
BE (1) BE783581A (en)
FR (1) FR2138128B1 (en)
GB (1) GB1381149A (en)
NL (1) NL7206342A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0087924A2 (en) * 1982-03-01 1983-09-07 The British Petroleum Company p.l.c. Process for the catalytic oxidation of a paraffinic hydrocarbon to an alcohol and either an aldehyde or a ketone
US6245907B1 (en) 1997-12-08 2001-06-12 Hyosung Corporation Process for producing a high purity caprolactam

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0087924A2 (en) * 1982-03-01 1983-09-07 The British Petroleum Company p.l.c. Process for the catalytic oxidation of a paraffinic hydrocarbon to an alcohol and either an aldehyde or a ketone
EP0087924A3 (en) * 1982-03-01 1984-03-28 The British Petroleum Company p.l.c. Process for the catalytic oxidation of a paraffinic hydrocarbon to an alcohol and either an aldehyde or a ketone
US6245907B1 (en) 1997-12-08 2001-06-12 Hyosung Corporation Process for producing a high purity caprolactam

Also Published As

Publication number Publication date
NL7206342A (en) 1972-11-21
DE2124590A1 (en) 1972-11-30
BE783581A (en) 1972-11-17
FR2138128B1 (en) 1975-08-08
FR2138128A1 (en) 1972-12-29
DE2124590B2 (en) 1975-06-19

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee