Methanol → 4-(Trifluoromethyl)benzylamine

HRID 843360Notes

Reaction equation

HRID 843360 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([CH:7]=[N:8]O)=[CH:5][CH:4]=1.CO.[H][H]>[Pd]>[F:1][C:2]([F:12])([F:13])[C:3]1[CH:11]=[CH:10][C:6]([CH2:7][NH2:8])=[CH:5][CH:4]=1

Participants

5

Procedure

The second step of the process of the present invention was conducted as follows. At first, a 100 ml autoclave equipped with an electromagnetic stirrer was charged with 5.00 g (26 mmol) of 4-trifluoromethylbenzaldehyde oxime, 50 ml of 2M-ammoniacal methanol solution (containing 100 mmol of ammonia), and 0.25 g of a catalyst (i.e., a carbon powder (50% wet) carrying thereon 5% palladium), followed by introduction of hydrogen to have an inside pressure of 1 MPa. Then, the reaction mixture was stirred, while the reaction temperature was maintained at 20° C. and while hydrogen was gradually introduced into the autoclave in a manner to maintain the total pressure at 1 MPa. After conducting the reaction for 2 hr, the reaction was stopped, followed by removing the catalyst by filtration. As a result of analyzing the obtained reaction liquid by gas chromatography, 4-trifluoromethylbenzylamine was formed at a yield of 87.6%.

Workup

  1. customAt first, a 100 ml autoclave equipped with an electromagnetic stirrer
  2. additionwas gradually introduced into the autoclave in a manner
  3. temperatureto maintain the total pressure at 1 MPa
  4. customthe reaction for 2 hr
  5. customby removing the catalyst
  6. filtrationby filtration
  7. customAs a result
  8. customthe obtained reaction liquid by gas chromatography

Sources & evidence

ORD record
ord-e5017f760b794e7ea964776e4806aeba
Source dataset
uspto-grants-2002_04
Patent number
US06376712B2

Reaction notes

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