Diphosgene → HCID 19392025, compound

HRID 1755969Notes

Reaction equation

HRID 1755969 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].[Cl:13][C:14](OC(Cl)(Cl)Cl)=[O:15]>O1CCCC1>[Cl:13][C:14]([O:1][N:2]1[C:3](=[O:12])[C:4]2=[CH:11][CH:10]=[CH:9][CH:8]=[C:5]2[C:6]1=[O:7])=[O:15]

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 10665N-Hydroxyphthalimide

Product 1

HCID 19392025HCID 19392025, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To an ice-cooled solution of 6.5 g (40 retool) of N-hydroxyphthalimide in 200 mL dry tetrahydrofuran (THF) was added 10.0 mL (15.8 g, 80 mmole) of trichloromethyl chloroformate (diphosgene). The solution was then stirred for 6 hrs at room temperature. The solvent and excess trichloromethyl chloroformate were removed under reduced pressure to give a white crystalline solid, which was recrystallized from dry n-hexane to give colorless plates; m.p. 113°-115° C.

Workup

  1. customThe solvent and excess trichloromethyl chloroformate were removed under reduced pressure
  2. customto give a white crystalline solid, which
  3. customwas recrystallized from dry n-hexane
  4. customto give colorless plates

Sources & evidence

ORD record
ord-20b42aff2017478ba398d9765f7d0f2a
Source dataset
uspto-grants-1995_08
Patent number
US05439790

Reaction notes

Loading…