Réaction #165701

Équation de réaction

3-methylbutane-1,3-diol

para-toluenesulfonyl chloride

H2O

→

title compound

3-hydroxy-3-methylbutyl 4-methylbenzenesulfonate

Solvants

pyridine

pyridine

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture was extracted with ethyl acetate (2×50 mL)
2. 2
   LavageThe combined organics were washed with H2O (2×50 mL)
3. 3
   Séchagedried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   Autredried under vacuum (˜1 mm Hg)

Mode opératoire

To a solution of 3-methylbutane-1,3-diol (2.13 mL, 20 mmol) in pyridine (20 mL) at 0° C. was added para-toluenesulfonyl chloride (3.8 g, 20 mmol) in pyridine (10 mL) drop-wise over 15 minutes. This mixture stirred at ambient temperature for 3 hours and 35 mL H2O was added and the mixture was extracted with ethyl acetate (2×50 mL). The combined organics were washed with H2O (2×50 mL), dried over MgSO4, filtered, concentrated under reduced pressure and dried under vacuum (˜1 mm Hg) to afford the title compound. MS (ESI) m/z 276 (M+18)+.

Source