Reaktion #357238

Reaktionsgleichung

N-(4-fluoro-2-hydroxyphenyl)acetamide

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

Cs2CO3

→

subtitled compound

Ausbeute 59.9%

N-{4-Fluoro-2-[(2S)-oxiran-2-ylmethoxy]phenyl)acetamide

Ausbeute 59.9%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned between ethylacetate 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-(4-fluoro-2-hydroxyphenyl)acetamide (1.69 g, 10.0 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (2.59 g, 10.0 mmol) and Cs2CO3 (4.87 g, 15.0 mmol) in DMF (15 mL) was stirred at room temperature for 2 h. The reaction mixture was partitioned between ethylacetate and H2O. The organic layer was dried over Na2SO4 filtered and concentrated. The residue was purified by silica gel flash chromatography to give the subtitled compound (1.35 g).

Quelle