Diphosgene → HCID 13281629, compound

HRID 1247849Notes

Reaction equation

HRID 1247849 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][C:12]#[CH:13].C[O-].[Na+].[Cl:17][C:18](OC(Cl)(Cl)Cl)=[O:19]>O.C(Cl)(Cl)Cl.CO>[Cl:17][C:18]([O:9][C:6]1[CH:7]=[CH:8][C:3]([Cl:2])=[C:4]([O:10][CH2:11][C:12]#[CH:13])[CH:5]=1)=[O:19]

Participants

8

Reactant 4

HCID 10426DiphosgeneHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 13281628HCID 13281628, compound2×

Product 1

HCID 13281629HCID 13281629, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

The sodium salt of 4-chloro-3-propargyloxyphenol as prepared from 14 g of 4-chloro-3-propargyloxyphenol and 28% methanol solution of sodium methylate was dissolved in 300 ml of distilled water and the solution was added dropwise to a solution of 5 ml of trichloromethyl chloroformate in 100 ml of chloroform at a temperature of 10° C. or below. The resulting reaction mixture was allowed to stand for phase separation. The chloroform layer was separated and dried over anhydrous magnesium sulfate, and the solvent was then distilled off. There was obtained 15.5 g of 4-chloro-3-propargyloxyphenyl chloroformate.

Workup

  1. customThe resulting reaction mixture
  2. customto stand for phase separation
  3. customThe chloroform layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was then distilled off

Sources & evidence

ORD record
ord-6f4689f163184b4cbb9f562d61cfaa0c
Source dataset
uspto-grants-1985_06
Patent number
US04521242

Reaction notes

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