反応 #47084

反応方程式

3-methoxybenzyl alcohol

ethyl diazoacetate

→

product 398

収率 99.1%

(3-Methoxybenzyloxy)acetic acid ethyl ester

収率 99.1%

溶媒

heptane

dichloromethane

反応条件

後処理

1. 1
   ろ過filtered through Celite
2. 2
   その他the filtrate is evaporated
3. 3
   workup.DISTILLATIONdistilled at 150° C.

実験手順

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).

出典