تفاعل #357259

معادلة التفاعل

N-[2-hydroxy-5-(trifluoromethyl)phenyl]acetamide

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

Cs2CO3

→

subtitled compound

المردود 42.6%

N-[2-[(2S)-Oxiran-2-ylmethoxy]-5-(trifluoromethyl)phenyl]acetamide

المردود 42.6%

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 (0-40% ethyl acetate in petroleum ether)

الإجراء التجريبي

A mixture of N-[2-hydroxy-5-(trifluoromethyl)phenyl]acetamide (282 mg, 1.28 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (331.5 mg, 1.28 mmol) and Cs2CO3 (487.5 mg, 1.28 mmol) in DMF (5 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 (0-40% ethyl acetate in petroleum ether) to give the subtitled compound (150 mg).

المصدر