Methyl iodide → HCID 59235372, compound

HRID 2174344Notes

Reaction equation

HRID 2174344 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:19])=[C:6]([C:8]([C:10]2[CH:15]=[C:14]([F:16])[C:13]([OH:17])=[C:12]([F:18])[CH:11]=2)=[O:9])[CH:7]=1.IC.[C:22](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:19])=[C:6]([C:8]([C:10]2[CH:11]=[C:12]([F:18])[C:13]([O:17][CH3:22])=[C:14]([F:16])[CH:15]=2)=[O:9])[CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 59235381HCID 59235381, compound

Product 1

HCID 59235372HCID 59235372, compoundYield 102.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of (5-bromo-2-chlorophenyl)(3,5-difluoro-4-hydroxyphenyl)methanone (600 mg, 1.7 mmol) in acetone (5 mL) was added iodomethane (50 μL, 2.6 mmol) and potassium carbonate (470 mg, 3.4 mmol), and the mixture was stirred overnight at 25° C. After the volatiles were removed under reduced pressure, the residue was dissolved in ethyl acetate (30 mL), washed with brine, and concentrated to give 629 mg of crude product, which was used in the next step without further purification.

Workup

  1. customAfter the volatiles were removed under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (30 mL)
  3. washwashed with brine
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a19db103f1504e34807587283dd00d13
Source dataset
uspto-grants-2015_06
Patent number
US09061060B2

Reaction notes

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