反应详情

To a cold (ice bath) solution of (1R,2R)-2-(4-Chloro-phenoxymethyl)-4-hydroxy-cyclopentanecarboxylic acid ethyl ester (epimeric mixture, 312 mg) and triethylamine (528 mg) in dichloromethane (6 mL) was added methanesulfonyl chloride (580 mg). The reaction mixture was stirred 36 h at room temperature then hydrochloric acid (1N) was added. The reaction mixture was extracted with dichloromethane. The combined organic layers were washed with an aqueous half-saturated solution of sodium carbonate and half saturated brine then dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel with a gradient of cyclohexane/ethylacetate (3:1 to 3:1 v/v) as eluant to afford the title compound (0.380 g, 97%) as a light yellow oil. MS (EI): 377.1 (M+H)+.

1. extractionThe reaction mixture was extracted with dichloromethane
2. washThe combined organic layers were washed with an aqueous half-saturated solution of sodium carbonate and half saturated brine
3. dry with materialthen dried over sodium sulfate
4. concentrationconcentrated in vacuo
5. customThe residue was purified by flash chromatography on silica gel with a gradient of cyclohexane/ethylacetate (3:1 to 3:1 v/v) as eluant