Sodium hydride → 3-(2-Bromo-4-chlorophenoxy)-1-isopropylpyrrolidine

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (0.43 g, 60% dispersion in oil) was added portionwise to a stirred solution of 2-bromo-4-chlorophenol (2.1 g) in dimethylacetamide (15 ml). After stirring for 15 minutes, a solution of 1-isopropylpyrrolidin-3-yl methanesulphonate (15 mmol) in dimethylacetamide (15 ml) was added portionwise and the resulting mixture was heated at 90° C. for 18 h. The solvent was evaporated and the residue dissolved in ethyl acetate/water. The solvent phase was washed twice with brine and then dried and evaporated to an oil. Purification was achieved using silica chromatography eluting with dichloromethane/methanol mixtures. This gave the title compound (3.0 g).

Provenance & Evidence