Reaktion #357246

Reaktionsgleichung

Cs2CO3

N-cyclopropyl-4-fluoro-2-hydroxybenzamide

(2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate

→

subtitled compound

Ausbeute 59.7%

N-Cyclopropyl-4-fluoro-2-(oxiran-2-ylmethoxy)benzamide

Ausbeute 59.7%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned between ethyl acetate and water
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 (0-30% ethylacetate in petroleum ether)

Vorschrift

A mixturte of N-cyclopropyl-4-fluoro-2-hydroxybenzamide (195 mg, 1.0 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (259 mg, 1.0 mmol) and Cs2CO3 (390 mg, 1.2 mmol) in DMF (5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-30% ethylacetate in petroleum ether) to give the subtitled compound (150 mg).

Quelle