Trifluoroacetic acid → 83929-37-7

HRID 1670766Notes

Reaction equation

HRID 1670766 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[O:21])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[OH-].[Na+]>C(Cl)Cl>[N:22]1([C:20]([C:11]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[O:21])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 67341747HCID 67341747, compound

Product 1

HCID 42432683929-37-7Yield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(Morpholin-4-ylcarbonyl)-4-phenyl-1-piperidinecarboxylic acid tert-butyl ester (907 mg) was dissolved in methylene chloride (6 ml) and trifluoroacetic acid (1 ml) was added thereto. The mixture was stirred at room temperature for 10 hr. After completion of the reaction, a 10% aqueous sodium hydroxide solution was added, and the mixture was extracted three times with methylene chloride. The organic layer was dried and the solvent was evaporated under reduced pressure to give 4-(morpholin-4-ylcarbonyl)-4-phenylpiperidine (600 mg, yield 91%).

Workup

  1. customAfter completion of the reaction
  2. extractionthe mixture was extracted three times with methylene chloride
  3. customThe organic layer was dried
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2af3d27bce5f4c9c9ceb58107d3fbe5c
Source dataset
uspto-grants-2011_08
Patent number
US07994196B2

Reaction notes

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