Methyl iodide → HCID 15571460, compound

HRID 2235781Notes

Reaction equation

HRID 2235781 reaction equation
IC.[C:3](=O)([O-])[O-].[K+].[K+].[CH3:9][N:10]([CH3:21])[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1.C(OCC)(=O)C>CN(C=O)C.O>[CH3:21][N:10]([CH3:9])[C:11]1[CH:12]=[CH:13][C:14]([CH2:17][C:18]([O:20][CH3:3])=[O:19])=[CH:15][CH:16]=1

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 1522034-N,N-dimethylaminophenylacetic acid

Product 1

HCID 15571460HCID 15571460, compoundYield 43.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Iodomethane (0.382 mL) and potassium carbonate (848 mg) were added to a solution of (4-dimethylaminophenyl)acetic acid (1 g) in DMF (10 mL), and the reaction solution was stirred at room temperature for 71 hours. Thereafter, ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The resulting organic layer washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 468 mg of the title compound. The property values of the compound are as follows.

Workup

  1. customthe organic layer was separated
  2. washThe resulting organic layer washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b1573f0a6c5249a88f51e99870085c3d
Source dataset
uspto-grants-2010_05
Patent number
US07713993B2

Reaction notes

Loading…