Triethylamine → N-(2-methyl-2-phenylpropyl)-4-(trifluoromethyl)benzamide

HRID 445283Notes

Reaction equation

HRID 445283 reaction equation
Cl.[CH3:2][C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:6])[CH2:4][NH2:5].C(N(CC)CC)C.[F:20][C:21]([F:32])([F:31])[C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1>C(Cl)Cl.CCOC(C)=O>[CH3:6][C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:2])[CH2:4][NH:5][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][C:22]([C:21]([F:20])([F:31])[F:32])=[CH:23][CH:24]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 210601Phenethylamine, beta,beta-dimethyl-, hydrochloride

Product 1

HCID 59536430N-(2-methyl-2-phenylpropyl)-4-(trifluoromethyl)benzamide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of 2-methyl-2-phenylpropan-1-amine hydrochloride (5.32 g, 28.6 mmol) in dry DCM (60 mL) at 0° C. was added triethylamine (8.3 mL, 60.1 mmol) and then slowly 4-(trifluoromethyl)benzoyl chloride (4.48 mL, 30.1 mmol). Then, the mixture was stirred at RT for 45 min, diluted with EtOAc, washed with 10% HCl, sat NaHCO3 and water. After drying over Na2SO4 the solvent was removed under vacuum and the title compound was obtained as a white solid. MS (ESI, positive ion) m/z: 322 (M+H).

Workup

  1. washwashed with 10% HCl
  2. dry with materialAfter drying over Na2SO4 the solvent
  3. customwas removed under vacuum

Sources & evidence

ORD record
ord-b651245449244c58b75868507e1b4d82
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

Loading…