Phenol → Phosphinous acid, diphenyl-

HRID 1579938Notes

Reaction equation

HRID 1579938 reaction equation
[C:1]1([P:7](Cl)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1([OH:21])C=CC=CC=1.N1C=CC=CC=1>CCOCC>[C:1]1([P:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[OH:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 1049PyridineHCID 66180Chlorodiphenylphosphine

Product 1

HCID 608527Phosphinous acid, diphenyl-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Diphenylphosphinous acid chloride [(C6H5)2PCl, 55 g.] was added to a solution of phenol (21.6g) and pyridine (18 g.) in 250 ml. of dry ether at 5°C. with stirring. After standing overnight, the precipitated pyridinium chloride was removed by filtration and the filtrate distilled. The phenyl ester of diphenylphosphinous acid [(C6H5)2POC6H5 ] obtained weighed 54 g. and boiled at 145°C. at 0.1 mm.

Workup

  1. customthe precipitated pyridinium chloride was removed by filtration
  2. distillationthe filtrate distilled

Sources & evidence

ORD record
ord-b2648c85f21744789af8e9d83c937bcb
Source dataset
uspto-grants-1976_01
Patent number
US03932318

Reaction notes

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