Phosphorus pentachloride → Ethoxy(4-phenylbutyl)phosphinyl chloride

HRID 1462482Notes

Reaction equation

HRID 1462482 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][P:11](=[O:18])(OCC)[O:12][CH2:13][CH3:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:20]>C1C=CC=CC=1>[Cl:20][P:11]([CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:18])[O:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 13102400Diethyl 4-phenylbutylphosphonate

Product 1

HCID 15591238Ethoxy(4-phenylbutyl)phosphinyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of diethyl (4-phenylbutyl)phosphonate (0.73 g., 2.6 mmole), benzene (10 ml.) and phosphorus pentachloride (1.0 eq.) is refluxed under argon for 30 minutes. The benzene and phosphorus oxychloride are removed in vacuo to give chloro(4-phenylbutyl)phosphinic acid, ethyl ester.

Workup

  1. temperatureis refluxed under argon for 30 minutes
  2. customThe benzene and phosphorus oxychloride are removed in vacuo

Sources & evidence

ORD record
ord-226fe74b1cdb4f43a1dacec12f3a5a97
Source dataset
uspto-grants-1984_07
Patent number
US04460579

Reaction notes

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