تفاعل #47083

معادلة التفاعل

3-methylbenzyl alcohol

ethyl diazoacetate

→

product 396

المردود 101.9%

(3-Methylbenzyloxy)acetic acid ethyl ester

المردود 101.9%

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-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).

المصدر