Phenyl isocyanate → HCID 15895594, compound

HRID 2184991Notes

Reaction equation

HRID 2184991 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][OH:9])=[CH:6][CH:5]=1)([O-])=O.[C:12]1([N:18]=[C:19]=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(OC)(C)(C)C.[Pd]>[C:12]1([NH:18][C:19](=[O:20])[NH:1][C:4]2[CH:11]=[CH:10][C:7]([CH2:8][OH:9])=[CH:6][CH:5]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 7672Phenyl isocyanateHCID 692754-Nitrobenzyl alcohol

Product 1

HCID 15895594HCID 15895594, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 15413tert-Butyl methyl etherSolvent

Procedure

30.6 g (200 mmol) of 4-nitrobenzyl alcohol were hydrogenated over 1.0 g of palladium/carbon (10% strength; 50% water) in 500 ml of methyl tert-butyl ether. After the absorption of hydrogen was complete, the catalyst was filtered off. 24 g (200 mmol) of phenyl isocyanate were added to the filtrate at 15° C. with stirring in the course of 30 minutes. The precipitated solid was filtered off with suction and washed with methyl tert-butyl ether. Yield: 43 g (89%).

Workup

  1. customAfter the absorption of hydrogen
  2. filtrationthe catalyst was filtered off
  3. filtrationThe precipitated solid was filtered off with suction
  4. washwashed with methyl tert-butyl ether

Sources & evidence

ORD record
ord-3df4ff682e5a4724b7e674211c3378aa
Source dataset
uspto-grants-2002_06
Patent number
US06399643B1

Reaction notes

Loading…