Ammonia → 2-(4-Aminocyclohexyl)-1,1,1-trifluoro-2-propanol

HRID 1419792Notes

Reaction equation

HRID 1419792 reaction equation
[OH:1][C:2]([CH:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)([CH3:7])[C:3]([F:6])([F:5])[F:4].[H][H].[NH3:17]>[Rh]>[NH2:17][CH:11]1[CH2:12][CH2:13][CH:8]([C:2]([OH:1])([CH3:7])[C:3]([F:6])([F:5])[F:4])[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 144129814-(2-Hydroxy-1,1,1-trifluoro-2-propyl)cyclohexanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 544491132-(4-Aminocyclohexyl)-1,1,1-trifluoro-2-propanol

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

11.1 g (53 mmol) of 4-(2-hydroxy-1,1,1-trifluoro-2-propyl)cyclohexanone were subjected to reductive amination in 150 ml of ammonia-saturated methanol in the presence of 2.3 g of rhodium (5% on charcoal) with 50 bar of hydrogen. 9.0 g (80.1% of theory) were obtained of a colorless oil which was reacted without further purification.

Workup

  1. custom9.0 g (80.1% of theory) were obtained of a colorless oil which
  2. customwas reacted without further purification

Sources & evidence

ORD record
ord-e16c9027f930453fbe83965133e99e15
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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