Tert-Butylamine → N-tert-butyl-3-(trifluoromethyl)benzamide

HRID 1019342Notes

Reaction equation

HRID 1019342 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[F:6][C:7]([F:18])([F:17])[C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11](Cl)=[O:12]>C1C=CC=CC=1.ClCCl>[C:1]([NH:5][C:11](=[O:12])[C:10]1[CH:14]=[CH:15][CH:16]=[C:8]([C:7]([F:6])([F:17])[F:18])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 6385Tert-ButylamineHCID 752573-(Trifluoromethyl)benzoyl chloride

Product 1

HCID 9816294N-tert-butyl-3-(trifluoromethyl)benzamide

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6344DichloromethaneSolvent

Procedure

To tert-butylamine (2.0 eq) in 75 mL of benzene is added 3-trifluoromethylbenzoyl chloride (1.0 eq). The temperature is maintained below 15° C. during the addition and then the reaction mixture is allowed to warm to ambient temperature and stirred for 3 hours. The solvent is then stripped and the residue is dissolved in 75 mL of dichloromethane. This solution is washed with 5% hydrochloride acid (2×75 mL), water (2×75 mL), dried over MgSO4 and then the solvent is removed in vacuo to provide the title compound.

Workup

  1. temperatureThe temperature is maintained below 15° C. during the addition
  2. washThis solution is washed with 5% hydrochloride acid (2×75 mL), water (2×75 mL)
  3. dry with materialdried over MgSO4
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-4c0feb6b635448e4bc5b9ddfd8f81181
Source dataset
uspto-grants-2002_11
Patent number
US06486349B1

Reaction notes

Loading…