Dimethylformamide → 5-(2-Methoxy-ethyl)-4-methyl-thiophene-2-sulfonyl chloride

Participants

Reaction Conditions

Reaction Steps

Sulfuryl chloride (0.26 g, 1.9 mmol) was added dropwise to a stirred solution of dry DMF (0.14 ml, 1.9 mmol) at 0° C. under an argon atmosphere resulting in the formation of a white solid. After 15 min, 2-(2-methoxy-ethyl)-3-methyl-thiophene (250 mg, 1.6 mmol) was added and the mixture was warmed to 100° C. and the melt was further stirred for 45 min. Crushed ice was added and the reaction mixture was extracted with ethyl acetate (2×) and the combined organic extracts were washed with water, brine, dried (magnesium sulfate. dihydrate), filtered and concentrated under reduced pressure. The crude solid was purified over silica gel (ethyl acetate/n-heptane): light yellow oil, 220 mg, GC-MS (EI): M=254.

Provenance & Evidence