Trifluoroacetic acid → Trifluoroacetylpiperazine

HRID 2408274Notes

Reaction equation

HRID 2408274 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:19])[C:15]([F:18])([F:17])[F:16])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:18][C:15]([F:16])([F:17])[C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:19]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20294522Tert-butyl 4-(2,2,2-trifluoroacetyl)piperazine-1-carboxylate

Product 1

HCID 7172020Trifluoroacetylpiperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 4-(2,2,2-trifluoro-acetyl)-piperazine-1-carboxylic acid tert-butyl ester (15.15 g, 53.69 mmol) in CH2Cl2 (60 mL) was added trifluoroacetic acid (18 mL) at room temperature. The resulting mixture was stirred at room temperature for 18 h. The solvent was removed by evaporation. Diethyl ether (100 mL) was added to the residue. The white solid was collected by filtration, washed with diethyl ether, and dried under vacuum. The resulting residue, the title compound, was used in the next reaction without further purification. MS m/z (M+H+) 183.1.

Workup

  1. customThe solvent was removed by evaporation
  2. additionDiethyl ether (100 mL) was added to the residue
  3. filtrationThe white solid was collected by filtration
  4. washwashed with diethyl ether
  5. customdried under vacuum
  6. customThe resulting residue, the title compound, was used in the next reaction without further purification

Sources & evidence

ORD record
ord-fbdc4ac11ed24e308c4efa4042d2ec47
Source dataset
uspto-grants-2014_08
Patent number
US08815839B2

Reaction notes

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