Methyl iodide → HCID 18948507, compound

HRID 1623085Notes

Reaction equation

HRID 1623085 reaction equation
[CH3:1][C:2]([CH3:15])([CH2:6][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([OH:5])=[O:4].[C:16](=O)([O-])[O-].[K+].[K+].CI>CS(C)=O.O.C(OCC)C>[CH3:1][C:2]([CH3:15])([CH2:6][C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([O:5][CH3:16])=[O:4]

Participants

7

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 5698152,2-Dimethyl-4-oxo-4-phenylbutanoic acid

Product 1

HCID 18948507HCID 18948507, compound

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To a stirred mixture of 2,2-dimethyl-4-oxo-4-phenylbutanoic acid (1.1 g, 5.3 mmol) and potassium carbonate (0.88 g, 6.4 mmol) in DMSO (6.4 mL) was added methyl iodide (0.68 g, 4.80 mmol). The resulting mixture was stirred at ambient temperature for 15 h. The reaction mixture was diluted with water (100 mL) and diethyl ether (100 mL). The organic layer was then washed successively with water, saturated sodium bicarbonate, 1 M HCl, water and finally saturated brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to provide the title compound which was subsequently used without further purification. MS: m/z=221 (M+1).

Workup

  1. washThe organic layer was then washed successively with water, saturated sodium bicarbonate, 1 M HCl, water and finally saturated brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-773b642565ab46d4ad38f846c7275c60
Source dataset
uspto-grants-2014_07
Patent number
US08778957B2

Reaction notes

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