Diphosgene → HCID 19780807, compound

HRID 2081148Notes

Reaction equation

HRID 2081148 reaction equation
[O:1]=[C:2](Cl)OC(Cl)(Cl)Cl.[NH2:9][C:10]1[CH:11]=[CH:12][C:13]([Cl:27])=[C:14]([CH:26]=1)[C:15]([O:17][C:18]([CH3:25])([CH3:24])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:16]>C(OCC)(=O)C>[Cl:27][C:13]1[CH:12]=[CH:11][C:10]([N:9]=[C:2]=[O:1])=[CH:26][C:14]=1[C:15]([O:17][C:18]([CH3:24])([CH3:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:16]

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 19780816HCID 19780816, compound

Product 1

HCID 19780807HCID 19780807, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 40 g of diphosgene in 150 ml of ethyl acetate is heated to 65° C. while stirring. To this solution is added dropwise a solution of 40 g of ethyl 2-(5-amino-2-chloro-benzoyloxy)-2-methyl-propionate in 70 ml of ethyl acetate. After completion of the addition the reaction mixture is heated to reflux temperature for 3 hours. Thereafter, the solvent is distilled off. The residue is distilled in a bulb-tube at 200°-230° C. and 0.1 torr. In this manner there is obtained ethyl 2-(2-chloro-5-isocyanato-benzoyloxy)-2-methyl-propionate,

Workup

  1. additionAfter completion of the addition the reaction mixture
  2. temperatureis heated
  3. temperatureto reflux temperature for 3 hours
  4. distillationThereafter, the solvent is distilled off
  5. distillationThe residue is distilled in a bulb-tube at 200°-230° C.

Sources & evidence

ORD record
ord-4d2ab530a8e04d6e9cf85db421d1997e
Source dataset
uspto-grants-1993_02
Patent number
US05183492

Reaction notes

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