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To a solution of 4,5-Dichloro-thiophene-2-carboxylic acid (0.500 grams, 2.53 mmole) and thionyl chloride (1.0 ml) in methylene chloride (10 ml) was refluxed for 3 hours. The mixture was concentrated to remove solvent and diluted with 15 ml dioxane and sodium borohydride (0.143 grams, 3.8 mmole) and refluxed for 3 hours. The mixture was cooled to 0° C. and 3 ml water was added dropwise. The mixture was poured into 100 ml water. This was extracted with diethyl ether, washed with 1N NaOH, water, and brine, dried over MgSO4, filtered and concentrated to an oil which was purified via flash chromatography on silica using 30% ethyl acetate/hexane as eluent to give an oil (0.671 g). MW 183.06; MS (m/e) 184 (M++1).

1. concentrationThe mixture was concentrated
2. customto remove solvent
3. temperaturerefluxed for 3 hours
4. extractionThis was extracted with diethyl ether
5. washwashed with 1N NaOH, water, and brine
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated to an oil which
9. customwas purified via flash chromatography on silica using 30% ethyl acetate/hexane as eluent