تفاعل #47097

معادلة التفاعل

2-(2-chlorophenoxy)ethanol

ethyl diazoacetate

MeOH

→

product 436

المردود 52.6%

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

المردود 52.6%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر