Ammonia → 4-(Trifluoromethyl)benzylamine
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.N.[H][H]>[Pd].CC(O)C>[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]=1Participants
Procedure
The second step of the process of the present invention was conducted as follows. At first, a 1-liter autoclave equipped with a mechanical stirrer was charged with 300 g (1.59 mol) of 4-trifluoromethylbenzaldehyde oxime, 460 g of 2-propanol, and 15 g of a catalyst (i.e., a carbon powder (50% wet) carrying thereon 5% palladium), followed by introduction of 40 g of liquid ammonia and then introduction of hydrogen to have a 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 4 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 92.6%.
Workup
- customAt first, a 1-liter autoclave equipped with a mechanical stirrer
- additionwas gradually introduced into the autoclave in a manner
- temperatureto maintain the total pressure at 1 MPa
- customthe reaction for 4 hr
- customby removing the catalyst
- filtrationby filtration
- customAs a result
- customthe obtained reaction liquid by gas chromatography
Sources & evidence
- ORD record
- ord-ce719a45096c4cd0aa5b7e5dcbf82557
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06376712B2
Reaction notes
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