Dimethylformamide → Diisopropylether hexane

Participants

Reaction Steps

A mixture of 3-hydroxy-1-(4-hydroxy-benzenesulfonyl)-3-methyl-piperidine-2-carboxylic acid tert-butyl ester (XIX, 0.20 g, 0.54 mmol), the appropriate alkyl halide (0.81 mmol), cesium carbonate (0.35 g, 1.1 mmol) and dimethylformamide (1 ml) was stirred at about 23° C. for about 24 hours. The mixture was diluted with ethyl acetate, washed 5 times with water, dried over sodium sulfate, filtered and concentrated. Trituration of the residue from isopropyl ether-hexane afforded the corresponding 3-hydroxy-1-(4-arylmethoxy-benzenesulfonyl)-3-methyl-piperidine-2-carboxylic acid tert-butyl ester (compound of formula XX) as a colorless solid.

Provenance & Evidence