Methyl iodide → HCID 67244819, compound

HRID 2425060Notes

Reaction equation

HRID 2425060 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]=1

Participants

5

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

  1. customthe reaction mixtures
  2. customThe reaction mixture was partitioned between ethyl acetate and water
  3. customThe phases were separated
  4. washthe organic phase was washed with citric acid (10% in water), water
  5. dry with materialsodiumbicarbonate and brine, dried over magnesium sulfate
  6. customevaporated under reduced pressure
  7. 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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