Reaktion #357236

Reaktionsgleichung

N-(2-hydroxyphenyl)acetamide

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

cesium carbonate

→

subtitled compound

Ausbeute 64.7%

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

Ausbeute 64.7%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned between ethyl acetate and H2O
2. 2
   TrocknenThe organic layer was dried over Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   Sonstigethe residue was purified by silica gel flash chromatography

Vorschrift

A mixture of N-(2-hydroxyphenyl)acetamide (1.51 g, 10 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (2.59 g, 10 mmol) and cesium carbonate (Cs2CO3) (3.9 g, 12 mmol) in dimethylformamide (DMF) (30 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, concentrated and the residue was purified by silica gel flash chromatography to give the subtitled compound (1.34 g).

Quelle