Reaktion #357284

Reaktionsgleichung

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

2-hydroxy-N-methylbenzamide

cesium carbonate

→

subtitled compound

Ausbeute 91.4%

N-Methyl-2-[(2S)-oxiran-2-ylmethoxy]benzamide

Ausbeute 91.4%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned between ethyl acetate and water
2. 2
   TrocknenThe organic phase was dried over sodium sulphate, Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether)

Vorschrift

A mixture of (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (388.5 mg, 1.50 mmol), 2-hydroxy-N-methylbenzamide (226.5 mg, 1.50 mmol) and cesium carbonate (586 mg, 1.80 mmol) in dimethylformamide (6 mL) was kept on stirring at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic phase was dried over sodium sulphate, Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether) to give the subtitled compound (284 mg).

Quelle