Reaktion #357270

Reaktionsgleichung

4-(acetylamino)-3-hydroxyphenyl acetate

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

caesium carbonate

→

titled compound

Ausbeute 38.0%

4-(acetylamino)-3-[(2S)-oxiran-2-ylmethoxy]phenyl acetate

Ausbeute 38.0%

Lösungsmittel

1-methyl-pyrrolidinone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepartitioned between water and ethyl acetate
2. 2
   WaschenThe organic phase was washed twice with water
3. 3
   Einengenconcentrated to an yellow oil, which
4. 4
   FiltrationThe precipitated beige solid was filtered off
5. 5
   Sonstigedried

Vorschrift

A solution of 4-(acetylamino)-3-hydroxyphenyl acetate (669 mg, 3.2 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (748 mg, 2.9 mol) and caesium carbonate (1.05 g, 3.2 mmol) in 1-methyl-pyrrolidinone (10 mL) was stirred over night at room temperature, and then partitioned between water and ethyl acetate. The organic phase was washed twice with water and concentrated to an yellow oil, which was suspended in methanol/diethyl ether, ½. The precipitated beige solid was filtered off and dried to give the titled compound (296 mg, 38%).

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