반응 #47091

반응 방정식

cyclooctanol

ethyl diazoacetate

→

product 413

수율 37.8%

Cyclooctyloxyacetic acid ethyl ester

수율 37.8%

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 cyclooctanol (640 mg, 4.9 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 397 mg of the product 413. 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 215 (M++1).

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