Reaction #47101

Reaction equation

dicyclopropylmethan-1-ol

ethyl diazoacetate

→

product 448

Yield 52.1%

(Dicyclopropylmethoxy)acetic acid ethyl ester

Yield 52.1%

Solvents

heptane

dichloromethane

Conditions

Workup

1. 1
   Filtrationfiltered
2. 2
   OtherThe filtrate is evaporated
3. 3
   workup.DISTILLATIONdistilled at 170° C.

Procedure

To a solution of dicyclopropylmethan-1-ol (1.5 mL, 12.7 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (1.26 mL, 12.0 mmol). The reaction mixture is stirred at rt for 48 h. The reaction mixture is diluted with heptane, and filtered. The filtrate is evaporated, and the residue is vacuum distilled at 170° C. to give 1.24 g of the product 448.

Source