Chloroform → HCID 18695954, compound

HRID 1870600Notes

Reaction equation

HRID 1870600 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH2:14][C:15]([N:18]1[CH2:23][CH2:22][CH:21]([N:24]2[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[N:26]([CH2:33][CH3:34])[C:25]2=[O:35])[CH2:20][CH2:19]1)([CH3:17])[CH3:16])=O)C1C=CC=CC=1.C(Cl)(Cl)Cl>CO.[Pd]>[NH2:11][CH2:12][CH2:13][CH2:14][C:15]([N:18]1[CH2:23][CH2:22][CH:21]([N:24]2[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[N:26]([CH2:33][CH3:34])[C:25]2=[O:35])[CH2:20][CH2:19]1)([CH3:17])[CH3:16]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 18695978HCID 18695978, compound

Product 1

HCID 18695954HCID 18695954, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(5-benzyloxycarbonylamino-2-methyl-2-pentyl)-4-(3-ethyl-2-oxo-1-benzimidazolinyl)piperidine (93 mg, 0.19 mmol) in methanol (8 mL) containing chloroform (0.04 mL, 0.05 mmol) and 10% palladium/carbon (45 mg) was hydrogenated at atmospheric pressure for two days. The catalyst was removed by filtration, the solvent evaporated and the residue redissolved in chloroform. This solution was washed with aq. Na2CO3, dried (Na2SO4) and evaporated to give 1-(5-amino-2-methyl-2-pentyl)-4-(3-ethyl-2-oxo-1-benzimidazolinyl)piperidine as an oil.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated
  3. dissolutionthe residue redissolved in chloroform
  4. washThis solution was washed with aq. Na2CO3
  5. dry with materialdried (Na2SO4)
  6. customevaporated

Sources & evidence

ORD record
ord-b57a3bdd657d444faf264e00924bd099
Source dataset
uspto-grants-2000_08
Patent number
US06096763

Reaction notes

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