反应详情

(S)-1-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)-methanol (24.1 mmol, 4.0 g), triethylamine (24.3 mmol, 3.42 ml) and DCM (50 ml) were mixed and stirred on an ice-bath. p-Toluenesulfonyl chloride (24.3 mmol, 4.63 g) in DCM (10 ml) was added dropwise. The mixture was stirred over night at r.t and washed with water. The organic phase was evaporated to dryness. The crude product was dissolved in THF (10 ml) and treated with 1 M NaOH (2 ml) for 10 minutes. Water (100 ml) was added. The aqueous solution was extracted with EtOAc, the organic phase was dried and evaporated to dryness. Flash chromatography, using heptane/EtOAc as eluent gave 7.66 g of the desired product.

1. stirringThe mixture was stirred over night at r.t
2. washwashed with water
3. customThe organic phase was evaporated to dryness
4. dissolutionThe crude product was dissolved in THF (10 ml)
5. additiontreated with 1 M NaOH (2 ml) for 10 minutes
6. additionWater (100 ml) was added
7. extractionThe aqueous solution was extracted with EtOAc
8. customthe organic phase was dried
9. customevaporated to dryness