Reacción #47084

Ecuación de reacción

3-methoxybenzyl alcohol

ethyl diazoacetate

→

product 398

Rendimiento 99.1%

(3-Methoxybenzyloxy)acetic acid ethyl ester

Rendimiento 99.1%

Disolventes

heptane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered through Celite
2. 2
   Otrothe filtrate is evaporated
3. 3
   workup.DISTILLATIONdistilled at 150° C.

Procedimiento

To a solution of 3-methoxybenzyl alcohol (1.24 g, 10.0 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 for 30 min. The reaction mixture is diluted with heptane, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 2.00 g of the product 398. 1H NMR (CDCl3) δ 7.26 (t, 1H), 6.93 (m, 2H), 6.85 (m, 1H), 4.62 (s, 2H), 4.23 (q, 2H), 4.09 (s, 2H), 3.81 (s, 3H), 1.29 (t, 3H); MS: m/z 224 (M++1).

Fuente