Sulfuryl chloride → Bis(2-phenylethyl)phosphinic chloride

HRID 2418526Notes

Reaction equation

HRID 2418526 reaction equation
[CH2:1]([P:9]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=O)[OH:10])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(Cl)([Cl:23])(=O)=O>C(Cl)(Cl)(Cl)Cl>[CH2:1]([P:9]([Cl:23])([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 15121925Bis(2-phenylethyl)phosphinic acid

Product 1

HCID 23320628Bis(2-phenylethyl)phosphinic chloride

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Diphenethylphosphinic acid (1.67 g, 6.1 m mole) was dissolved in carbon tetrachloride (5 ml), and sulfuryl chloride (1.46 g, 10.8 ml) was added thereto, and the mixture was heated while refluxing for 2 hours. It was confirmed that the starting material did not remain by tracement of the NMR spectrum. The solvent and excess sulfuryl chloride were distilled off under reduced pressure to obtain an oily diphenethylphosphinylchloride, which was supplied for the following reaction.

Workup

  1. temperaturethe mixture was heated
  2. temperaturewhile refluxing for 2 hours
  3. distillationThe solvent and excess sulfuryl chloride were distilled off under reduced pressure

Sources & evidence

ORD record
ord-985d388dda5d436d8e36c911f11dbe54
Source dataset
uspto-grants-1984_09
Patent number
US04472381

Reaction notes

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