Trifluoroacetic acid → HCID 18526474, compound

HRID 243556Notes

Reaction equation

HRID 243556 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][N:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][N:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23079670HCID 23079670, compound

Product 1

HCID 18526474HCID 18526474, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-((4-benzylmorpholin-2-yl)methyl)piperazine-1-carboxylate (165 mg) in CH2Cl2 (5 ml) is added trifluoroacetic acid (1.0 ml), and the mixture is stirred over night. The solvent is removed under reduced pressure. The residue is dissolved in CH2Cl2 and washed with an aqueous solution of potassium carbonate (20%), dried (Na2SO4) and filtered, and the solvent is removed under reduced pressure to give 4-benzyl-2-(piperazin-1-ylmethyl)morpholine (119 mg). m/z(+) 276 (M+H+).

Workup

  1. customThe solvent is removed under reduced pressure
  2. dissolutionThe residue is dissolved in CH2Cl2
  3. washwashed with an aqueous solution of potassium carbonate (20%)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-3ff8763e92bc4ff594657a3bd48769ff
Source dataset
uspto-grants-2014_02
Patent number
US08653262B2

Reaction notes

Loading…