Réaction #666574

Équation de réaction

water

3-methylbutane-1,3-diol

4-methylbenzenesulfonyl chloride

→

title compound

Rendement 79.0%

3-hydroxy-3-methylbutyl toluene-4-sulfonate

Rendement 79.0%

Solvants

toluene

pyridine

toluene

acetonitrile

Conditions de réaction

Traitement

1. 1
   Autreto allow for layer separation
2. 2
   LavageThe obtained organic layer was washed successively with aqueous sulfuric acid and water (twice)
3. 3
   AutreThe solvent in the obtained organic layer was evaporated
4. 4
   Autrethe residue was azeotropically evaporated with toluene (500 ml)

Mode opératoire

Under a nitrogen atmosphere, 3-methylbutane-1,3-diol (300 g) was dissolved in pyridine (900 ml), and a solution of 4-methylbenzenesulfonyl chloride (500 g) in toluene (900 ml) and acetonitrile (125 ml) was added dropwise over 2 hr. The reaction mixture was stirred at room temperature for 4 hr, and toluene (500 ml) and water (1800 ml) were added to allow for layer separation. The obtained organic layer was washed successively with aqueous sulfuric acid and water (twice). The solvent in the obtained organic layer was evaporated, and the residue was azeotropically evaporated with toluene (500 ml) to give the title compound (535 g).

Source