Phosgene → HCID 19799491, compound

HRID 2081244Notes

Reaction equation

HRID 2081244 reaction equation
[C:1](Cl)([Cl:3])=[O:2].[OH:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)=[O:8].C1(C2CCCCCCCCCC=2)CCCCCCCCNN=1>C1C=CC=CC=1>[Cl:3][C:1]([O:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1)=[O:8])=[O:2]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 14136080HCID 14136080, compoundHCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene

Product 1

HCID 19799491HCID 19799491, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

17.8 g of phosgene are introduced into 60 cm3 of benzene then a suspension of 7.1 g 4-nitrobenzyl hydroxyacetate (Izv. Akad. Nauk. SSSR. Khim 1964 (4) 685-692, Chem. Abst 61, 4469g) in 150 cm3 of benzene. The mixture is agitated for 2 hours at ambient temperature, brought to 7°/8° C. and 5.16 cm3 of diazabicycloundecene is added. After maintaining for one hour at this temperature, the mixture is decanted and the supernatant phase is partially concentrated under reduced pressure at 30°/35° C. until about 30 cm3 is obtained and the product is used as it is for the following stage.

Workup

  1. custombrought to 7°
  2. additionis added
  3. temperatureAfter maintaining for one hour at this temperature
  4. customthe mixture is decanted
  5. concentrationthe supernatant phase is partially concentrated under reduced pressure at 30°/35° C. until about 30 cm3
  6. customis obtained

Sources & evidence

ORD record
ord-7eb7f2b7bed14ee0800b7613065b3f30
Source dataset
uspto-grants-1993_02
Patent number
US05183896

Reaction notes

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