Water → N-(4-Bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamide

HRID 1043824Notes

Reaction equation

HRID 1043824 reaction equation
[CH3:1][C:2]([CH3:8])([CH3:7])[CH2:3][C:4](Cl)=[O:5].[CH2:9](N(CC)CC)C.[Br:16][C:17]1[CH:23]=[C:22]([C:24](F)(F)F)[C:20]([NH2:21])=[C:19](Cl)[CH:18]=1.O>C(#N)C>[Br:16][C:17]1[CH:23]=[C:22]([CH3:24])[C:20]([NH:21][C:4](=[O:5])[CH2:3][C:2]([CH3:8])([CH3:7])[CH3:1])=[C:19]([CH3:9])[CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 815143,3-Dimethylbutanoyl chlorideHCID 162179374-Bromo-2-chloro-6-(trifluoromethyl)aniline

Product 1

HCID 59741059N-(4-Bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamideYield 100.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3,3-dimethylbutanoyl chloride (3.37 g, 3.5 mL, 25 mmol) and triethylamine (2.53 g, 3.5 mL, 25 mmol) were added to a solution of 4-bromo-2-chloro-6-(trifluoromethyl)aniline (5.0 g, 25 mmol) in acetonitrile (30 mL). The reaction mixture was stirred at room temperature for 4 hours. Water was added to the mixture, and the precipitate formed collected to give the title compound as a powder (7.46 g, 100% yield).

Workup

  1. customthe precipitate formed
  2. customcollected

Sources & evidence

ORD record
ord-336fa3639c6140e38bff8fbea3262c39
Source dataset
uspto-grants-2013_10
Patent number
US08563566B2

Reaction notes

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