Réaction #46238

Équation de réaction

4-bromo-benzenesulfonyl chloride

NaHCO3

pyrrolidin-2-yl-methanol

→

(R)-(1-(4-bromophenylsulfonyl)pyrrolidin-2-yl)methanol

Rendement 90.6%

Solvants

CH2Cl2

CH2Cl2

Conditions de réaction

Traitement

1. 1
   AutreThe organic phase was separated
2. 2
   Séchagedried over Na2SO4
3. 3
   AutreEvaporation of the solvent under reduced pressure

Mode opératoire

To a mixture of sat aq. NaHCO3 (44 g, 0.53 mol), CH2Cl2 (400 mL) and pyrrolidin-2-yl-methanol (53 g, 0.53 mol) was added a solution of 4-bromo-benzenesulfonyl chloride (127 g, 0.50 mol) in CH2Cl2 (100 mL). The reaction was stirred at 20° C. overnight. The organic phase was separated and dried over Na2SO4. Evaporation of the solvent under reduced pressure provided (R)-(1-(4-bromophenylsulfonyl)pyrrolidin-2-yl)methanol (145 g, crude), which was used in the next step without further purification. 1H NMR (CDCl3, 300 MHz) δ 7.66-7.73 (m, 4H), 3.59-3.71 (m, 3H), 3.43-3.51 (m, 1H), 3.18-3.26 (m, 1H), 1.680-1.88 (m, 3H), 1.45-1.53 (m, 1H).

Source