1,6-Hexanediol → Cyclohexanol cyclohexanone

HRID 2087103Notes

Reaction equation

HRID 2087103 reaction equation
[CH2:1](O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7]>C1CCCCC1>[C:6]1(=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2][CH2:1]1.[CH:6]1([OH:7])[CH2:5][CH2:4][CH2:3][CH2:2][CH2:1]1

Participants

3

Reactant 1

HCID 123741,6-Hexanediol

Product 1

HCID 22492587Cyclohexanol cyclohexanone

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

The present invention relates to a process for preparing 1,6-hexanediol which has a purity of at least 99% and is, in particular, essentially free of 1,4-cyclohexanediols from a carboxylic acid mixture obtained in the oxidation of cyclohexane to cyclohexanone/cyclohexanol using oxygen or oxygen-containing gases after water extraction of the reaction mixture followed by extraction with aqueous sodium hydroxide solution, which comprises neutralization of the extract, fractionation of the organic phase into a low boiler fraction and a high boiler fraction, esterification of the latter, fractionation of the esterification mixture to give an ester fraction which is free of 1,4-cyclohexanediols, hydrogenation of this ester fraction and purification of the 1,6-hexanediol by distillation. EP-A 883 590 discloses a process for preparing 1,6-hexanediol from a carboxylic acid mixture comprising adipic acid, 6-hydroxycaproic acid and small amounts of 1,4-cyclohexanediols which is obtained as by-product in the oxidation of cyclohexane to cyclohexanone/cyclohexanol using oxygen or oxygen-containing gases after water extraction of the reaction mixture, by esterification of the acids and hydrogenation, in which

Sources & evidence

ORD record
ord-78d2c5dc6bd4414f8211a41bdf9843bb
Source dataset
uspto-grants-2004_04
Patent number
US06727395B1

Reaction notes

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