Reacción #47099

Ecuación de reacción

cyclopentanol

ethyl diazoacetate

→

product 444

Rendimiento 67.1%

Cyclopentyloxyacetic acid ethyl ester

Rendimiento 67.1%

Disolventes

heptane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered
2. 2
   OtroThe filtrate is evaporated
3. 3
   workup.DISTILLATIONthe residue vacuum distilled at 150° C.

Procedimiento

To a solution of cyclopentanol (0.91 mL, 9.5 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at rt overnight. The reaction mixture is diluted with heptane, and filtered. The filtrate is evaporated, and the residue vacuum distilled at 150° C. to give 1.04 g of the product 444. 1H NMR (CDCl3) δ 4.21 (q, 2 H), 4.04 (s, 2 H), 1.85-1.45 (m, 8 H), 1.29 (t, 3 H)

Fuente