تفاعل #357254

معادلة التفاعل

N-(5-chloro-2-hydroxyphenyl)acetamide

(2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate

Cs2CO3

→

subtitled compound

المردود 92.3%

N-{5-Chloro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide

المردود 92.3%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was partitioned between ethyl acetate and water
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 (0-50% ethyl acetate in petroleum ether)

الإجراء التجريبي

A mixture of N-(5-chloro-2-hydroxyphenyl)acetamide (500 mg, 2.69 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (697 mg, 2.69 mmol) and Cs2CO3 (1.04 g, 3.22 mmol) in DMF (10 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether) to give the subtitled compound (600 mg).

المصدر