تفاعل #357270

معادلة التفاعل

4-(acetylamino)-3-hydroxyphenyl acetate

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

caesium carbonate

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titled compound

المردود 38.0%

4-(acetylamino)-3-[(2S)-oxiran-2-ylmethoxy]phenyl acetate

المردود 38.0%

المذيبات

1-methyl-pyrrolidinone

ظروف التفاعل

المعالجة

1. 1
   أخرىpartitioned between water and ethyl acetate
2. 2
   غسيلThe organic phase was washed twice with water
3. 3
   تركيزconcentrated to an yellow oil, which
4. 4
   ترشيحThe precipitated beige solid was filtered off
5. 5
   أخرىdried

الإجراء التجريبي

A solution of 4-(acetylamino)-3-hydroxyphenyl acetate (669 mg, 3.2 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (748 mg, 2.9 mol) and caesium carbonate (1.05 g, 3.2 mmol) in 1-methyl-pyrrolidinone (10 mL) was stirred over night at room temperature, and then partitioned between water and ethyl acetate. The organic phase was washed twice with water and concentrated to an yellow oil, which was suspended in methanol/diethyl ether, ½. The precipitated beige solid was filtered off and dried to give the titled compound (296 mg, 38%).

المصدر