반응 #47097

반응 방정식

2-(2-chlorophenoxy)ethanol

ethyl diazoacetate

MeOH

→

product 436

수율 52.6%

2-[2-(2-Chlorophenoxy)ethoxy]acetic acid ethyl ester

수율 52.6%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타the residue is purified by chromatography on silica gel
2. 2
   세척elution with EtOAc:heptane (25:75)

실험 절차

To a solution of 2-(2-chlorophenoxy)ethanol (1.73 mL, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (11 mg) followed by ethyl diazoacetate (1.05 mL, 10.0 mmol). The reaction mixture is stirred at rt for 20 min. To the reaction mixture is added MeOH followed by rotary evaporated, and the residue is purified by chromatography on silica gel; elution with EtOAc:heptane (25:75) gives 1.36 g of the product 436. 1H NMR (CDCl3) δ 7.35 (d, 1 H), 7.19 (d, 1 H), 6.95-6.90 (m, 2 H), 4.30 (s, 2 H), 4.25-4.15 (m, 4 H), 4.0 (t, 2 H), 1.2 (t, 3 H); MS: m/z 259 (M++1).

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