Reaktion #357256

Reaktionsgleichung

(2S)-oxiran-2ylmethyl3-nitrobenzenesulfonate

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

Cs2CO3

→

subtitled compound

Ausbeute 73.7%

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

Ausbeute 73.7%

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 (hexane:ethyl acetate 3:2)

Vorschrift

To a mixture of (2S)-oxiran-2ylmethyl3-nitrobenzenesulfonate (3.37 g, 13.25 mmol), N-(4-chloro-2-hydroxyphenyl)acetamide (2.46 g, 17.23 mmol) and Cs2CO3 (6.48 g, 19.88 mmol) was added DMF (20 mL) at 0° C. and the reaction mixture was stirred at 0° C. for 3 h. 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 (hexane:ethyl acetate 3:2) to give the subtitled compound (2.36 g).

Quelle