Benzene → Cyclohexyl acetate

HRID 926969

Reaction equation

HRID 926969 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]>[Ru]>[C:14]([O:17][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 241BenzeneHCID 7966CyclohexanolHCID 8857Ethyl Acetate2×

Product 1

HCID 12146Cyclohexyl acetate

Reagents, catalysts & solvents 1

HCID 23950RutheniumCatalyst

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 8, 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-94025d6f8b0e416db512913c31d4ab47
Source dataset
uspto-grants-2016_03
Patent number
US09290441B2

Linked notes

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