Trifluoroacetic acid → 4-(3,5-Dichlorophenoxy)piperidine

HRID 2185480Notes

Reaction equation

HRID 2185480 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([O:21][C:22]2[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[CH:23]=2)[CH2:17][CH2:16]1)=O)(C)(C)C>ClCCl>[Cl:29][C:24]1[CH:23]=[C:22]([CH:27]=[C:26]([Cl:28])[CH:25]=1)[O:21][CH:18]1[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22458487n-Tert-butoxycarbonyl-4-(3,5-dichlorophenoxy)piperidine

Product 1

HCID 224584124-(3,5-Dichlorophenoxy)piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (10 mL) was added to a solution of N-tert-butoxycarbonyl-4-(3,5-dichlorophenoxy)piperidine (A, 815 mg) in dichloromethane (20 mL) at room temperature. After stirring at room temperature for 30 min, the reaction mixture was evaporated in vacuo. The residue was partitioned between chloroform and saturated sodium hydrogen carbonate. The organic layer was dried over anhydrous sodium sulfate and then concentrated in vacuo to give the title compound, which was washed with hexane and used in the next reaction without further purification.

Workup

  1. customthe reaction mixture was evaporated in vacuo
  2. customThe residue was partitioned between chloroform and saturated sodium hydrogen carbonate
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0e938db6a8f0498b9f01c9ccc8bba9cc
Source dataset
uspto-grants-2002_06
Patent number
US06399629B1

Reaction notes

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