Water → Cyclohexanol

HRID 2260034Notes

Reaction equation

HRID 2260034 reaction equation
[CH:1]([O:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:2].O>CC(C)=O>[CH:1]([O:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:2].[CH:4]1([OH:3])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.[CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]=1

Participants

6

Reactant 2

HCID 962WaterHCID 20358Cyclohexyl formate

Product 3

HCID 7966CyclohexanolHCID 8079CyclohexeneHCID 20358Cyclohexyl formate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.29 g of cyclohexyl formate and 0.85 g of water were heated at 150° C. in an autoclave having a capacity of 25 mL, with stirring over a period of 2h. The pressure was 3.2 bar. The reaction mixture comprised two-phases both during and after the reaction. For analysis purposes, the two-phase effluent was homogenized with acetone. There were obtained, in addition to unconverted cyclohexyl formate, 6.5 mol %of cyclohexanol and 0.6 mol %of cyclohexene. Other by-products were not found. Quantitative analysis was carried out using GC (internal standard).

Workup

  1. customafter the reaction

Sources & evidence

ORD record
ord-49e29e93bd0c45fa86ba5f0f4c5f4acb
Source dataset
uspto-grants-1995_12
Patent number
US05475158

Reaction notes

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