Dichloromethane → HCID 19900858, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-methylthiomethyl furan (23.3 g, 0.182 mole), anhydrous sodium carbonate (32.16 g, 0.303 mole), methylene chloride (40 mL) and absolute methanol (40 mL) was cooled to -20° C. under nitrogen atmosphere. A solution of bromine (24.32 g, 0.152 mole) in 60 mL absolute methanol was added over a period of one hour. The reaction mixture was stirred for another 4 hours and filtered by suction. The filtrate was stirred with anhydrous potassium carbonate (10 g-1 hour) and filtered. The solvents were removed on the rotary evaporator and methylene chloride (100 mL) was added. The organic solution was dried over anhydrous sodium sulfate, filtered and the solvent was removed on the rotary evaporator. The residue was distilled under reduced pressure to give 16.51 g (57%) of pure product, bp 66°-68° C. (0.4 nm Hg), n23 =1.4860.

Provenance & Evidence