反応 #1869214

反応方程式

2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamide

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

Cs2CO3

→

subtitled compound

収率 94.3%

2-{4-Methoxy-2-[(2S)-oxiran-2-ylmethoxy]phenyl}-N-methylacetamide

収率 94.3%

溶媒

DMF

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 (0-100% ethyl acetate in petroleum spirit)

実験手順

A mixture of 2-(2-hydroxy-4-methoxyphenyl)-N-methylacetamide (15 mg, 0.076 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (20 mg, 0.076 mmol) and Cs2CO3 (30 mg, 0.091 mmol) in DMF (1.5 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 (0-100% ethyl acetate in petroleum spirit) to give the subtitled compound (18 mg).

出典