Reaction #84542

Reaction equation

cyclohexanol

ethyl 2-diazoacetate

→

title compound

Yield 85.4%

ethyl 2-(cyclohexyloxy)acetate

Yield 85.4%

Solvents

DCM

Conditions

Workup

1. 1
   FiltrationIt was then filtered
2. 2
   Concentrationthe filtrate was concentrated in vacuo
3. 3
   OtherThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=15:1)

Procedure

To a mixture of cyclohexanol (2.40 g, 24.0 mmol) and Rh2(OAc)4 (50 mg, 0.11 mmol) in DCM (50 mL) was added ethyl 2-diazoacetate (2.73 g, 23.9 mmol) and the mixture was stirred at rt for 5 min. It was then filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=15:1) to give the title compound as colorless oil (3.8 g, 85%).

Source