Methyl iodide → HCID 19838283, compound

HRID 476674Notes

Reaction equation

HRID 476674 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-1afefe034b8c4d60902ea14a6bd72dd9
Source dataset
uspto-grants-1989_12
Patent number
US04885313

Reaction notes

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