Cyclohexene → Cyclohexanol

HRID 1682168Notes

Reaction equation

HRID 1682168 reaction equation
[CH:1]1([O:7]O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]=1>C1CCCCC1>[CH:1]12[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:1]1(=[O:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]=1

Participants

7

Reactant 2

HCID 8079CyclohexeneHCID 69835Cyclohexyl hydroperoxide

Product 4

HCID 7966CyclohexanolHCID 7967CyclohexanoneHCID 8079CyclohexeneHCID 9246Cyclohexene oxide

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent2×

Procedure

reaction of the mixture obtained as fraction b4) and containing cyclohexyl hydroperoxide with cyclohexene in a mixture with cyclohexane at elevated temperature in the presence of transition-metal compounds from group 4 to 6 of the periodic table, to give an epoxidation mixture which essentially comprises cyclohexene oxide, cyclohexanol, cyclohexanone, cyclohexene, cyclohexane and catalyst and is separated by distillation in step b) together with the mixture from a).

Workup

  1. customreaction of the mixture

Sources & evidence

ORD record
ord-d29b48b26a4c413a9a54159e9b77f2ea
Source dataset
uspto-grants-1992_12
Patent number
US05175316

Reaction notes

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