2-Chlorophenol → o-Chlorophenyl dichlorophosphate

HRID 1658651Notes

Reaction equation

HRID 1658651 reaction equation
[P:1]([Cl:5])(Cl)([Cl:3])=[O:2].[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13]>N1C=CC=CC=1>[P:1]([Cl:5])([Cl:3])(=[O:2])[O:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[Cl:6]

Participants

4

Reactant 2

HCID 72452-ChlorophenolHCID 24813Phosphorus oxychloride

Product 1

HCID 84775o-Chlorophenyl dichlorophosphateYield 93.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a reaction vessel there is added 113 g..phosphoryl chloride and 0.8 g. pyridine. Over a period of one hour, a total of 64 g. o-chlorophenol is added and the pot temperature is raised from 100° to 110°C. and held at 110°C. for one hour and then allowed to gradually cool to room temperature. The reaction mixture is stripped and there is obtained 108 g. product which affords, on distillation, 93.7 percent o-chlorophenyl phosphorodichloridate and 7.3 percent di-o-chlorophenyl phosphorochloridate.

Workup

  1. additionTo a reaction vessel there is added 113 g
  2. temperaturethe pot temperature is raised from 100° to 110°C.
  3. waitheld at 110°C. for one hour
  4. customthere is obtained 108 g

Sources & evidence

ORD record
ord-88f99cfb7d7d423fa7db67516beea469
Source dataset
uspto-grants-1976_06
Patent number
US03965220

Reaction notes

Loading…