Thiophosgene → HCID 13136054, compound

HRID 1247850Notes

Reaction equation

HRID 1247850 reaction equation
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([OH:12])[CH:8]=[CH:9][C:10]=1[Cl:11])[CH:2]=[CH2:3].[C:13](Cl)([Cl:15])=[S:14]>[OH-].[Na+].O.C(Cl)(Cl)Cl>[Cl:15][C:13]([O:12][C:7]1[CH:8]=[CH:9][C:10]([Cl:11])=[C:5]([O:4][CH2:1][CH:2]=[CH2:3])[CH:6]=1)=[S:14]

Participants

6

Reactant 2

HCID 10040ThiophosgeneHCID 131247954-Chloro-3-[(prop-2-en-1-yl)oxy]phenol

Product 1

HCID 13136054HCID 13136054, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6212ChloroformSolventHCID 14798Sodium HydroxideSolvent

Procedure

3-Allyloxy-4-chlorophenol (35.0 g) was dissolved in a solution of 7.7 g of sodium hydroxide in 30 ml of water. To the solution, there was added with stirring a solution of 14.6 ml of thiophosgene in 55.0 ml of chloroform. The reaction mixture was allowed to stand for phase separation. The chloroform layer was separated and dried over anhydrous magnesium sulfate, and the solvent was distilled off. Reduced pressure distillation of the residue gave 33.0 g of O-(3-allyloxy-4-chlorophenyl) chlorothioformate as a fraction boiling at 128°-129° C./0.4 mmHg.

Workup

  1. additionTo the solution, there was added
  2. customto stand for phase separation
  3. customThe chloroform layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off
  6. distillationReduced pressure distillation of the residue

Sources & evidence

ORD record
ord-a7421372bfb449e2a7f170df6c759995
Source dataset
uspto-grants-1985_06
Patent number
US04521242

Reaction notes

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