Trifluoroacetic acid → Benzyl (piperidin-4-ylmethyl)carbamate

HRID 1856648Notes

Reaction equation

HRID 1856648 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:19]([O:18][C:16](=[O:17])[NH:15][CH2:14][CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117920261-N-Boc-4-(N-cbz-aminomethyl)piperidine

Product 1

HCID 14809798Benzyl (piperidin-4-ylmethyl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3 (4.4 g, 13 mmol) in 90 ml of methylene chloride was added 45 ml of TFA. After stirring at room temperature for 24 hours, the solvents were removed in vacuo and the residue partitioned between chloroform and 10% Na2CO3. The organics were dried over MgSO4, filtered, and the solvent removed in vacuo to give the title compound.

Workup

  1. customthe solvents were removed in vacuo
  2. customthe residue partitioned between chloroform and 10% Na2CO3
  3. dry with materialThe organics were dried over MgSO4
  4. filtrationfiltered
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-1ecc78736c924f2aa223408fd5cf7d54
Source dataset
uspto-grants-2000_11
Patent number
US06143750

Reaction notes

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