반응 #47083

반응 방정식

3-methylbenzyl alcohol

ethyl diazoacetate

→

product 396

수율 101.9%

(3-Methylbenzyloxy)acetic acid ethyl ester

수율 101.9%

용매

heptane

dichloromethane

반응 조건

후처리

1. 1
   여과filtered through Celite
2. 2
   기타the filtrate is evaporated
3. 3
   workup.DISTILLATIONdistilled at 150° C.

실험 절차

To a solution of 3-methylbenzyl alcohol (1.08 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 1.91 g of the product 396. 1H NMR (CDCl3) δ 7.3-7.1 (m, 4H), 4.60 (s, 2H), 4.23 (q, 2H), 4.09 (s, 2H), 2.36 (s, 3H), 1.29 (t, 311); MS: m/z 209 (M++1).

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