Methyl Isocyanate → 1-Benzyl-4-piperidinyl Methylcarbamate

HRID 1829185

Reaction equation

HRID 1829185 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[CH2:5]([N:12]1[CH2:17][CH2:16][CH:15]([OH:18])[CH2:14][CH2:13]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(Cl)(Cl)Cl>[CH3:1][NH:2][C:3](=[O:4])[O:18][CH:15]1[CH2:16][CH2:17][N:12]([CH2:5][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:13][CH2:14]1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 784611-Benzylpiperidin-4-ol

Product 1

HCID 210299101-Benzyl-4-piperidinyl Methylcarbamate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Methyl isocyanate (8.94 g, 157 mmol) was added to a solution of 1-benzyl-4-piperidinol (10 g, 52.3 mmol) in chloroform (80 ml), and the reaction stirred under reflux for 16 hours. The cooled mixture was concentrated under reduced pressure, the residual solid was triturated from 40–60 petroleum ether, and the product filtered and dried to afford the title compound as a white solid, 1 g. m.p.—106–108° C.

Workup

  1. temperatureunder reflux for 16 hours
  2. concentrationThe cooled mixture was concentrated under reduced pressure
  3. customthe residual solid was triturated from 40–60 petroleum ether
  4. filtrationthe product filtered
  5. customdried

Sources & evidence

ORD record
ord-514def51315f4b51927da02412393b9c
Source dataset
uspto-grants-2006_06
Patent number
US07060836B2

Linked notes

Loading…