Trifluoroacetic acid → 4-(Trifluoromethyl)-4-piperidinol

HRID 473812Notes

Reaction equation

HRID 473812 reaction equation
[OH:1][C:2]1([C:15]([F:18])([F:17])[F:16])[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.FC(F)(F)C(O)=O>ClCCl>[F:18][C:15]([F:16])([F:17])[C:2]1([OH:1])[CH2:3][CH2:4][NH:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22061329Tert-butyl 4-hydroxy-4-(trifluoromethyl)piperidine-1-carboxylate

Product 1

HCID 179513214-(Trifluoromethyl)-4-piperidinolYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-hydroxy-4-(trifluoromethyl)piperidine-1-carboxylate (0.07 g, 0.26 mmol) in dichloromethane (1 mL) was added trifluoroacetic acid (1 mL). The resulting mixture was stirred at room temperature for 30 minutes. Concentration and drying afforded 4-(trifluoromethyl)piperidin-4-ol (0.044 g, 100%). MS (EI) for C6H10F3NO: 269 (MH+).

Workup

  1. concentrationConcentration
  2. customdrying

Sources & evidence

ORD record
ord-d5b6dad348254f1ca77bc12e6316ee05
Source dataset
uspto-grants-2014_01
Patent number
US08637499B2

Reaction notes

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