Acetic Acid → Bis(4-chlorophenyl)(oxo)phenyl-lambda~5~-phosphane

HRID 653227Notes

Reaction equation

HRID 653227 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=S)([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C(O)(=[O:25])C>C1(C)C=CC=CC=1.OO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=[O:25])([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 13609199HCID 13609199, compound

Product 1

HCID 6452980Bis(4-chlorophenyl)(oxo)phenyl-lambda~5~-phosphaneYield 92%

Reagents, catalysts & solvents 2

HCID 784Hydrogen PeroxideSolventHCID 1140TolueneSolvent

Procedure

7.26 g (20 mmol) of bis(4-chlorophenyl)phenylphosphine sulfide, dissolved in 12.5 ml of glacial acetic acid/12.5 ml of toluene, and 0.72 g (21.1 mmol) (1.81 ml of a 35% solution) of hydrogen peroxide gave 6.4 g (92% of theory) of bis(4-chlorophenyl)phenylphosphine oxide after a reaction time of 60 minutes at 50° C. and working-up as in Example 8.

Sources & evidence

ORD record
ord-fa135efbe6074f0b85fd8f91e2445505
Source dataset
uspto-grants-1987_06
Patent number
US04675446

Reaction notes

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