Phenyl isocyanate → HCID 20492382, compound

HRID 2071253Notes

Reaction equation

HRID 2071253 reaction equation
[C:1]1([NH:7][C:8]([O:10][CH:11]2[CH2:16][C:15]([CH3:18])([CH3:17])[N:14]([CH2:19][CH:20]([OH:27])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:13]([CH3:29])([CH3:28])[CH2:12]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:30]1([N:36]=[C:37]=[O:38])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.N12CCN(CC1)CC2>C1C=CC=CC=1>[C:1]1([NH:7][C:8]([O:10][CH:11]2[CH2:16][C:15]([CH3:18])([CH3:17])[N:14]([CH2:19][CH:20]([O:27][C:37](=[O:38])[NH:36][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:13]([CH3:29])([CH3:28])[CH2:12]2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 9237DabcoHCID 20492274HCID 20492274, compound

Product 1

HCID 20492382HCID 20492382, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 3.0 parts of the product from Example 81, 0.90 parts of phenyl isocyanate and 0.1 parts of 1,4-diazabicyclo[2,2,2]octane in 25 parts of dry benzene was heated under reflux conditions for 24 hours. The benzene solvent was removed by distillation under reduced pressure and the residue crystallised from petroleum ether (b.p. 60°-80° C.) to give 4-phenylcarbamoyloxy-1-[2'-(phenylcarbamoyloxy)-2'-phenylethyl]-2,2,6,6-tetramethylpiperidine having a melting point of 173° C. and the following elemental analysis by weight:

Workup

  1. temperaturewas heated under reflux conditions for 24 hours
  2. customThe benzene solvent was removed by distillation under reduced pressure
  3. customthe residue crystallised from petroleum ether (b.p. 60°-80° C.)

Sources & evidence

ORD record
ord-80deff7829d24a02be4e52a7e951648e
Source dataset
uspto-grants-1977_09
Patent number
US04046737

Reaction notes

Loading…