Benzene → Cyclohexyl acetate

HRID 2167170Notes

Reaction equation

HRID 2167170 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(O)CCCCC1.[C:14]([O:17]CC)(=[O:16])[CH3:15]>>[C:14]([O:17][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:16])[CH3:15]

Participants

4

Reactant 3

HCID 241BenzeneHCID 7966CyclohexanolHCID 8857Ethyl Acetate2×

Product 1

HCID 12146Cyclohexyl acetate

Procedure

When a benzene solution containing 15 mmols of cyclohexanol, 5 mmols of ethyl acetate and 0.05 mmols of complex 1 was refluxed under argon atmosphere, GC analysis after 28 hrs showed that all of the ethyl acetate disappeared and cyclohexyl acetate was formed as a single product (Table 30, entry 1). 1H NMR and GC-MS of the isolated product were identical to cyclohexyl acetate prepared by refluxing neat acetic anhydride with cyclohexanol.

Workup

  1. temperaturewas refluxed under argon atmosphere

Sources & evidence

ORD record
ord-98370549f54743c486ace75f2e6de41f
Source dataset
uspto-grants-2015_06
Patent number
US09045381B2

Reaction notes

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