Pyridine → Tert-butyl 3-mesyloxycyclopentanoate
Reaction equation
[S:1](Cl)([CH3:4])(=[O:3])=[O:2].[OH:6][CH:7]1[CH2:11][CH2:10][CH:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8]1.N1C=CC=CC=1>C(Cl)Cl>[S:1]([O:6][CH:7]1[CH2:11][CH2:10][CH:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8]1)([CH3:4])(=[O:3])=[O:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Mesyl chloride (0.15 ml) was added dropwise to tert-butyl 3-hydroxycyclopentanoate (373 mg) dissolved in methylene chloride (2 ml) and pyridine (0.32 ml) at a temperature of 0° C. The mixture was stirred at a room temperature for 4 hours. The reaction mixture was poured into ice-water (10 ml). The mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and then evaporated to obtained the title compound having the following physical data.