تفاعل #357287

معادلة التفاعل

methyl 4-fluoro-2-hydroxybenzoate

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

Cs2CO3

→

subtitled compound

المردود 96.7%

Methyl 4-fluoro-2-[(2S)-oxiran-2-ylmethoxy]benzoate

المردود 96.7%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was partitioned between ethyl acetate and H2O, organic layer
2. 2
   تجفيفwas dried over Na2SO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated in vacuo

الإجراء التجريبي

A mixture of methyl 4-fluoro-2-hydroxybenzoate (456.3 mg, 1.76 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (300 mg, 1.76 mmol) and Cs2CO3 (687.4 mg, 2.11 mmol) in DMF (4.5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O, organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was opurified by silica gel flash chromatography (0-30% ethyl acetate in petroleum spirit) to give the subtitled compound (385 mg).

المصدر