4-Toluenesulfonyl chloride → HCID 86745999, compound

Participants

Reaction Steps

To a stirred solution of diol (2S,3S)-2-Methyl-3-phenyl-3-hydroxy-propanol (2.5 g,15 m.mole) in THF (20 ml) was added NaOH (1 g, 40 m.mole) and Tosyl chloride (5 g, 25 m.mole) in THF (5 ml). The cloudy solution was stirred at room temperature for 6 hours and then THF was evaporated under vaccu, diluted with ether (50 ml) washed with water (2×10 ml) and dried over anhydrous MgSO4. Evaporation gave crude tosylate (2S,3S)-2-Methyl-3-phenyl-3-hydroxy-1-tosyloxy-propane (4.1 g, 85%) sufficiently pure for the next step as a yellow viscous oil.

Provenance & Evidence