Chlorobenzene → 4-Chlorophenyldichlorophosphine

HRID 1953271

Reaction equation

HRID 1953271 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[P:12](Cl)([Cl:14])[Cl:13].P(Cl)(Cl)(Cl)=O>>[Cl:13][P:12]([Cl:14])[C:9]1[CH:10]=[CH:11][C:6]([Cl:5])=[CH:7][CH:8]=1

Participants

5

Reactant 4

HCID 7964ChlorobenzeneHCID 24387Phosphorus trichlorideHCID 24813Phosphorus oxychlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 2956054-Chlorophenyldichlorophosphine

Procedure

To a suspension of 53.3 g (0.4 mol) of aluminium chloride in 40 ml (0.39 mol) of chlorobenzene, 104.8 ml (1.2 mol) of phosphorus trichloride are added dropwise at ambient temperature. The reaction mixture is refluxed for three hours. Then within 30 minutes 37.2 ml (0.4 mol) of phosphorus oxychloride are added dropwise at 83° C. After 12 hours at ambient temperature the residue is stirred with petroleum ether and decanted off. The combined organic extracts are distilled under high vacuum at 57-61° C. and 0.048-0.035 mbar.

Workup

  1. additionare added dropwise at ambient temperature
  2. temperatureThe reaction mixture is refluxed for three hours
  3. customdecanted off
  4. distillationThe combined organic extracts are distilled under high vacuum at 57-61° C.

Sources & evidence

ORD record
ord-7225f06a17024e97a5aa8415d64641c1
Source dataset
uspto-grants-2000_09
Patent number
US06114532

Linked notes

Loading…