4-Toluenesulfonyl chloride → HCID 18368336, compound

Participants

Reaction Steps

2-(2,6-Dimethyl-4-nitrophenoxy)ethanol (22 g) was dissolved into chloroform (200 ml) and triethylamine (20 ml) was added into this solution. Further, p-toluenesulfonylchloride (24.5 g) solution in chloroform (100 ml) was added into this solution in an ice bath. After being stirred for 6 hours at room temperature, the reaction mixture was washed with water (150 ml), 1N HCl (150 ml) and then 1N sodium hydroxide (150 ml). After being dehydrated with anhydrous magnesium sulfate (20 g), the solution was concentrated under vacuum to remove chloroform and residue was dissolved into ethyl acetate (50 ml). Hexane (200 ml) was added into ethyl acetate solution and separated solids were collected by filtration. Solids were dried under vacuum to obtain 2-(2,6-dimethyl-4-nitrophenoxy)ethyl p-toluenesulfonate (21.6 g) as yellowish solid.

Provenance & Evidence