Réaction #712872

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 1 M 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, 14.1 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, 14.1 mmol). The mixture is stirred overnight then washed with 1 M 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). LC (METHOD 2): tR=5.67 min; Mass spectrum (ES+): m/z=258 [M+H]+.

Source