تفاعل #47090

معادلة التفاعل

cycloheptanol

ethyl diazoacetate

→

product 411

المردود 95.9%

Cycloheptyloxyacetic acid ethyl ester

المردود 95.9%

المذيبات

Et2O

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 cycloheptanol (0.600 mL, 5.0 mmol) in dichloromethane (15 mL) is added rhodium (II) acetate dimer (21 mg) followed by ethyl diazoacetate (0.60 g, 5.7 mmol). The reaction mixture is stirred at RT for 10 min. The reaction mixture is rotary evaporated, and the residue dissolved in Et2O, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 0.960 g of the product 411. 1H NMR (CDCl3) δ 4.21 (q, 2H), 4.06 (s, 2H), 3.50 (m, 1H), 1.93 (m, 2H), 1.7-1.4 (m, 8H), 1.4-1.3 (m, 2H), 1.28 (t, 3H); MS: m/z 201 (M++1).

المصدر