반응 #47090

반응 방정식

cycloheptanol

ethyl diazoacetate

→

product 411

수율 95.9%

Cycloheptyloxyacetic acid ethyl ester

수율 95.9%

용매

Et2O

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 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).

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