تفاعل #357236

معادلة التفاعل

N-(2-hydroxyphenyl)acetamide

(2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate

cesium carbonate

→

subtitled compound

المردود 64.7%

N-{2-[(2S)-Oxiran-2-ylmethoxy]phenyl}acetamide

المردود 64.7%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was partitioned between ethyl acetate and H2O
2. 2
   تجفيفThe organic layer was dried over Na2SO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated
5. 5
   أخرىthe residue was purified by silica gel flash chromatography

الإجراء التجريبي

A mixture of N-(2-hydroxyphenyl)acetamide (1.51 g, 10 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (2.59 g, 10 mmol) and cesium carbonate (Cs2CO3) (3.9 g, 12 mmol) in dimethylformamide (DMF) (30 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered, concentrated and the residue was purified by silica gel flash chromatography to give the subtitled compound (1.34 g).

المصدر