Reacción #67264

Ecuación de reacción

[7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol

p-toluenesulfonyl chloride

→

title compound

Rendimiento 74.6%

[7-(METHYLSULFONYL)-2,3-DIHYDRO-1,4-BENZODIOXIN-2-YL]METHYL 4-METHYLBENZENESULFONATE

Rendimiento 74.6%

Disolventes

DCM

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with HCl (1 N), water and brine
2. 2
   OtroThe organic phase was dried
3. 3
   Concentraciónconcentrated

Procedimiento

A mixture of [7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (0.9 g, 3.7 mmol), p-toluenesulfonyl chloride (1.0 g, 5.5 mmol), TEA (0.76 ml, 5.5 mmol) and 4-DMAP (0.4 g, 3.7 mmol) in DCM (20 ml) was stirred at room temperature for 1 h and 30 min. The solution was diluted with DCM and washed with HCl (1 N), water and brine. The organic phase was dried and concentrated to give the title compound (1.1 g). MS m/z (rel. intensity, 70 eV) 398 (M+, 51), 226 (bp), 225 (23), 213 (30), 91 (62).

Fuente