Dichloromethane → HCID 19900858, compound

Temperature

-20 °C

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.

1. filtrationfiltered by suction
2. stirringThe filtrate was stirred with anhydrous potassium carbonate (10 g-1 hour)
3. filtrationfiltered
4. customThe solvents were removed on the rotary evaporator and methylene chloride (100 mL)
5. additionwas added
6. dry with materialThe organic solution was dried over anhydrous sodium sulfate
7. filtrationfiltered
8. customthe solvent was removed on the rotary evaporator
9. distillationThe residue was distilled under reduced pressure

ORD record

ord-14b9193bad844b51922a60cd0d6ee11c

Source dataset

uspto-grants-1989_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04883813