Reacción #1869206

Ecuación de reacción

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

2-methoxyphenol

Cs2CO3

→

subtitled compound

Rendimiento 85.3%

(2S)-2-[(2-Methoxyphenoxy)]oxirane

Rendimiento 85.3%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was partitioned between ethyl acetate and H2O
2. 2
   SecadoThe organic layer was dried over Na2SO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe residue was purified by silica gel flash chromatography (0-30% ethyl acetate in petroleum spirit 40-60)

Procedimiento

A mixture of (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (777 mg, 3.0 mmol), 2-methoxyphenol (372.5 mg, 3.0 mmol) and Cs2CO3 (1.3 g, 4.0 mmol) in DMF was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-30% ethyl acetate in petroleum spirit 40-60) to give subtitled compound (425 mg).

Fuente