Phosgene → 2-Benzyloxybenzyl isocyanate

HRID 4535Notes

Reaction equation

HRID 4535 reaction equation
Cl.[CH2:2]([O:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH2:12][NH2:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:18](Cl)(Cl)=[O:19]>C1(C)C=CC=CC=1>[CH2:2]([O:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH2:12][N:13]=[C:18]=[O:19])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6371Phosgene2×HCID 13754433[2-(Benzyloxy)phenyl]methanamine hydrochloride

Product 1

HCID 137544342-Benzyloxybenzyl isocyanate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

38.5 g of 2-benzyloxybenzylamine hydrochloride are suspended in 400 ml of distilled toluene and heated at a bath temperature of 140°. Whilst stirring, phosgene is introduced and after about 50 minutes the solution becomes clear. After a further 10 minutes, the addition of phosgene is interrupted and boiling is continued for a further hour. The solution is then left to cool a little and the toluene is distilled off in vacuo. A sample of the oil remaining was distilled in a bulb tube: Boiling point, bath temperature 120°/0.06 torr.

Workup

  1. temperatureheated at a bath temperature of 140°
  2. waitboiling is continued for a further hour
  3. waitThe solution is then left
  4. distillationis distilled off in vacuo
  5. distillationA sample of the oil remaining was distilled in a bulb tube
  6. customBoiling point, bath temperature 120°/0.06 torr

Sources & evidence

ORD record
ord-c809392bdfff4c2c992ddff80aae92cb
Source dataset
uspto-grants-1988_02
Patent number
US04727067

Reaction notes

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