反応 #1869211

反応方程式

N-(2-hydroxybenzyl)acetamide

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

Cs2CO3

→

subtitled compound

収率 65.2%

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

収率 65.2%

反応条件

後処理

1. 1
   その他The reaction mixture was partitioned between ethyl acetate and H2O
2. 2
   乾燥The organic layer was dried over Na2SO4
3. 3
   ろ過filtered
4. 4
   濃縮concentrated
5. 5
   その他The residue was purified by silica gel flash chromatography (0-80% ethyl acetate in petroleum spirit)

実験手順

A mixture of N-(2-hydroxybenzyl)acetamide (382 mg, 2.31 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (599 mg, 2.31 mmol) and Cs2CO3 (901 mg, 2.77 mmol) in DMP (5 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 and concentrated. The residue was purified by silica gel flash chromatography (0-80% ethyl acetate in petroleum spirit) to give the subtitled compound (333 mg).

出典