Ethyl Acetate → HCID 59427934, compound

HRID 446253Notes

Reaction equation

HRID 446253 reaction equation
[CH3:1][N:2]([CH3:20])[CH2:3][C:4]([CH3:19])([C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1[N+:16]([O-])=O)[CH3:5].C(OCC)(=O)C.[H][H]>[Pd].CO>[CH3:20][N:2]([CH3:1])[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1[NH2:16])([CH3:19])[CH3:5]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 66970338HCID 66970338, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 59427934HCID 59427934, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A 50 mL round-bottom flask containing dimethyl-[2-methyl-2-(2-nitro-4-trifluoromethyl-phenyl)-propyl]-amine (0.61 g, 2.1 mmol) was charged with 10% palladium on carbon (0.23 g, 0.21 mmol) under nitrogen. Ethyl acetate (5 mL) and methanol (5 mL) were added sequentially via syringe. The atmosphere was replaced with hydrogen, and the reaction was stirred rapidly under 1 atm hydrogen overnight. After approximately 12 h, the reaction was flushed with nitrogen and filtered through a pad of celite, rinsing with methanol. Removal of the solvent in vacuo gave the title compound as a clear and colorless oil. MS m/z 261=[M+H]+. Calc'd for C13H19F3N2: 260.30.

Workup

  1. customthe reaction was flushed with nitrogen
  2. filtrationfiltered through a pad of celite
  3. washrinsing with methanol
  4. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-850a74a395aa48cd8cf59fbc3dc37a78
Source dataset
uspto-grants-2013_07
Patent number
US08476434B2

Reaction notes

Loading…