Methyl-phenethyl-piperidin-4-YL-amine → 4-[N-methyl-N-(2-phenylethyl)amino]-1-anilinocarbonylpiperidine

HRID 2257142Notes

Reaction equation

HRID 2257142 reaction equation
[N-:1]=[C:2]=[O:3].[C:4]1(O)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:11][N:12]([CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(Cl)(Cl)Cl>[CH3:11][N:12]([CH:21]1[CH2:22][CH2:23][N:24]([C:2]([NH:1][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[O:3])[CH2:25][CH2:26]1)[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 10856966Methyl-phenethyl-piperidin-4-YL-amineHCID 18798726Phenol isocyanate

Product 1

HCID 232850024-[N-methyl-N-(2-phenylethyl)amino]-1-anilinocarbonylpiperidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1.0 ml of phenol isocyanate was added to a solution of 1.0 g of 4-[N-methyl-N-(2-phenylethyl)amino]piperidine in 15 ml of chloroform. The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure. To the residue was added diethyl ether for crystallization. The resulting crystals were collected by filtration and recrystallized from ethyl acetate to obtain 0.7 g of 4-[N-methyl-N-(2-phenylethyl)amino]-1-anilinocarbonylpiperidine as colorless prism-like crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added diethyl ether
  3. customfor crystallization
  4. filtrationThe resulting crystals were collected by filtration
  5. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-02c573fccbbc4127a963d6a2ea3d8016
Source dataset
uspto-grants-1997_08
Patent number
US05656642

Reaction notes

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