Potassium Carbonate → HCID 68281537, compound

HRID 2278592Notes

Reaction equation

HRID 2278592 reaction equation
Br[CH2:2][C:3]([CH3:5])=[CH2:4].C(=O)([O-])[O-].[K+].[K+].[H-].[Na+].[Br:14][C:15]1[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=1[NH:22][C:23](=[O:25])[CH3:24]>C1(C)C=CC=CC=1.C(OCC)(=O)C.O>[Br:14][C:15]1[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=1[N:22]([CH2:2][C:3]([CH3:5])=[CH2:4])[C:23](=[O:25])[CH3:24]

Participants

8

Reactant 4

HCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 3577853-Bromo-2-methyl-1-propeneHCID 68281659HCID 68281659, compound

Product 1

HCID 68281537HCID 68281537, compoundYield 102.7%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1140TolueneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
75 °C

Procedure

2 g of 3-bromo-2-methylpropene, 1.9 g of potassium carbonate and 570 mg of sodium hydride (dispersion in oil at 60%) are added to a solution of 3 g of N-(2-bromo-3-fluorophenyl)acetamide in 25 ml of toluene. The reaction mixture is placed under an argon atmosphere and heated at 75° C. for 16 hours. The reaction mixture is treated with a mixture of water and ethyl acetate, and the organic phase is then washed with water and a saturated sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated under reduced pressure, so as to give 3.8 g of N-(2-bromo-3-fluorophenyl)-N-(2-methylallyl)acetamide.

Workup

  1. washthe organic phase is then washed with water
  2. dry with materiala saturated sodium chloride solution, dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6659366b4f4c4fb096465c7cad24912a
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

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