تفاعل #47081

معادلة التفاعل

3-fluorobenzyl alcohol

ethyl diazoacetate

→

product 392

المردود 98.4%

3-Fluorobenzyloxyacetic acid ethyl ester

المردود 98.4%

المذيبات

heptane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered through Celite
2. 2
   أخرىthe filtrate is evaporated
3. 3
   workup.DISTILLATIONdistilled at 150° C.

الإجراء التجريبي

To a solution of 3-fluorobenzyl alcohol (1.12 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 1.88 g of the product 392. 1H NMR (CDCl3) δ 7.30 (m, 1H), 7.12 (m, 2H), 6.99 (dt, 1H), 4.63 (s, 2H), 4.28 (q, 2H), 4.11 (s, 2H), 1.30 (t, 3H); MS: m/z 213 (M++1).

المصدر