Methyl iodide → HCID 19838283, compound

HRID 2414011Notes

Reaction equation

HRID 2414011 reaction equation
[OH:1][C:2]1[C:3]([CH2:15][CH2:16][CH3:17])=[C:4]([CH:7]=[C:8]([N+:12]([O-:14])=[O:13])[C:9]=1[O:10][CH3:11])[CH:5]=[O:6].[C:18](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[CH3:18][O:1][C:2]1[C:3]([CH2:15][CH2:16][CH3:17])=[C:4]([CH:7]=[C:8]([N+:12]([O-:14])=[O:13])[C:9]=1[O:10][CH3:11])[CH:5]=[O:6]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 19838093HCID 19838093, compound

Product 1

HCID 19838283HCID 19838283, compoundYield 64.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of the product from step (c) (40.2 g), potassium carbonate (46.5 g) and methyl iodide (20.9 ml) in dry dimethylformamide (150 ml) was stirred at 20° C. for 16 hours. The solvent was evaporated and the residue quenched with water. The aqueous phase was extracted with ethyl acetate which was washed with brine, dried, filtered and evaporated to leave a yellow oil (27.4 g), MS; m/e 283.

Workup

  1. customThe solvent was evaporated
  2. customthe residue quenched with water
  3. extractionThe aqueous phase was extracted with ethyl acetate which
  4. washwas washed with brine
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-377c21cc192c48ed96ba1dcbc98dd927
Source dataset
uspto-grants-1988_01
Patent number
US04720586

Reaction notes

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