Diphosgene → HCID 13368148, compound

HRID 2412305Notes

Reaction equation

HRID 2412305 reaction equation
[Na].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][C:4]=1[O:10][CH2:11][CH:12]1[CH2:14][C:13]1([Cl:16])[Cl:15].C[O-].[Na+].[Cl:20][C:21](OC(Cl)(Cl)Cl)=[O:22]>O.C(Cl)(Cl)Cl.CO>[Cl:20][C:21]([O:9][C:6]1[CH:7]=[CH:8][C:3]([Cl:2])=[C:4]([O:10][CH2:11][CH:12]2[CH2:14][C:13]2([Cl:15])[Cl:16])[CH:5]=1)=[O:22]

Participants

8

Reactant 4

HCID 10426DiphosgeneHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 13246701HCID 13246701, compound2×

Product 1

HCID 13368148HCID 13368148, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

The sodium salt of 4-chloro-3-[(2,2-dichlorocyclopropyl)methoxy]phenol as prepared from 20 g of 4-chloro-3-[(2,2-dichlorocyclopropyl)methoxy]phenol and 16 g of a 28% methanol solution of sodium methylate was dissolved in 300 ml of water and the solution was added dropwise to a solution of 5 ml of trichloromethyl chloroformate in 100 ml of chloroform while maintaining the reaction temperature at 10° C. or below. The reaction mixture was allowed to stand for phase separation. The chloroform layer was dried over anhydrous magnesium sulfate and the solvent was then distilled off. There was obtained 22.5 g of 4-chloro-3-[(2,2-dichlorocyclopropyl)methoxy]phenyl chloroformate.

Workup

  1. temperaturewhile maintaining the reaction temperature at 10° C. or below
  2. customto stand for phase separation
  3. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was then distilled off

Sources & evidence

ORD record
ord-ebfb8f5184f24f849b054e9d580fee5c
Source dataset
uspto-grants-1985_01
Patent number
US04491465

Reaction notes

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