Реакция #47084

Уравнение реакции

3-methoxybenzyl alcohol

ethyl diazoacetate

→

product 398

Выход 99.1%

(3-Methoxybenzyloxy)acetic acid ethyl ester

Выход 99.1%

Растворители

heptane

dichloromethane

Условия реакции

Обработка

1. 1
   Фильтрацияfiltered through Celite
2. 2
   Другоеthe filtrate is evaporated
3. 3
   workup.DISTILLATIONdistilled at 150° C.

Методика

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).

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