Trifluoroacetic acid → 1-(2,2,2-Trifluoroethyl)piperidin-4-amine 2,2,2-trifluoroacetate

HRID 1778227Notes

Reaction equation

HRID 1778227 reaction equation
[F:1][C:2]([F:19])([F:18])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10]C(=O)OC(C)(C)C)[CH2:6][CH2:5]1.[C:20]([OH:26])([C:22]([F:25])([F:24])[F:23])=[O:21]>ClCCl>[F:23][C:22]([F:25])([F:24])[C:20]([OH:26])=[O:21].[F:19][C:2]([F:1])([F:18])[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH2:10])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22562166tert-Butyl 1-(2,2,2-trifluoroethyl)piperidin-4-ylcarbamate

Product 1

HCID 1183240701-(2,2,2-Trifluoroethyl)piperidin-4-amine 2,2,2-trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Into a 50-mL round-bottom flask, was placed tert-butyl N-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]carbamate (2.0 g, 7.08 mmol, 1.00 equip), dichloromethane (20 mL), and CF3COOH (4 mL). The resulting solution was stirred overnight at room temperature. The resulting mixture was concentrated under vacuum to yield 1-(2,2,2-trifluoroethyl)piperidin-4-amine 2,2,2-trifluoroacetate as a yellow oil. (ES, m/z) 183 [M+H]+

Workup

  1. customInto a 50-mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-d2aaff3471bb4580ae8567f251ef6e20
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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