Methyl iodide → HCID 67244819, compound
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:7][OH:8])[O:5][CH:6]=1.[H-].[Na+].I[CH3:12]>CS(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:7][O:8][CH3:12])[O:5][CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1.062 g (4-bromo-furan-2-yl)-methanol in 10 ml dimethylsulfoxide was added 0.288 of sodium hydride (55%) in oil and 0.56 ml of iodomethane and the reaction mixtures was stirred at room temperature for 18 h. The reaction mixture was partitioned between ethyl acetate and water. The phases were separated; the organic phase was washed with citric acid (10% in water), water, satd. sodiumbicarbonate and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by chromatography on silica gel to yield 0.731 g of a light yellow liquid.
Workup
- customthe reaction mixtures
- customThe reaction mixture was partitioned between ethyl acetate and water
- customThe phases were separated
- washthe organic phase was washed with citric acid (10% in water), water
- dry with materialsodiumbicarbonate and brine, dried over magnesium sulfate
- customevaporated under reduced pressure
- customThe residue was purified by chromatography on silica gel
Sources & evidence
- ORD record
- ord-9a686c44a52e49b2a255e32bf1cbe324
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07964633B2
Reaction notes
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