Réaction #558625

Équation de réaction

3-Methyl-1,3-butanediol

pyridine

4-toluenesulfonyl chloride

→

title compound

Toluene-4-sulfonic acid 3-hydroxy-3-methyl-butyl ester

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Lavagethen washed with 1M aqueous hydrochloric acid
2. 2
   Autredried
3. 3
   Autrethe solvent removed under vacuum
4. 4
   AutreThe residue is purified by flash chromatography (0-30% ethyl acetate in cyclohexane)

Mode opératoire

3-Methyl-1,3-butanediol (1.5 mL, 14.06 mmol) is suspended in dry dichloromethane (5 mL) and pyridine (1.24 mL, 15.46 mmol) is added followed by 4-toluenesulfonyl chloride (2.68 g, 14.06 mmol). The mixture is stirred overnight then washed with 1M aqueous hydrochloric acid, dried and the solvent removed under vacuum. The residue is purified by flash chromatography (0-30% ethyl acetate in cyclohexane) to give the title compound. (Yield 970 mg).

Source