Dichloromethane → 3-Chloromethyl-2-(2-p-toluenesulfonyloxyethyl) thiophene

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Reaction Steps

1.5 g of the compound obtained in Example 2 was dissolved in 40 mL of dichloromethane, and the resulting solution was cooled to below 5° C. To the solution, 3.6 g of p-toluenesulfonyl chloride and 1.9 g of triethylamine were added dropwise, and the resulting mixture was warmed to room temperature, stirred for 6 hours and washed twice with 20 ml portions of water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography (eluent, n-hexane:ethyl acetate=10:1) to obtain 1.5 g (yield of 48%) of the title compound as an oil.

Provenance & Evidence