Phenylphosphonic Acid → Cyclohexylphosphonic acid

HRID 2225953Notes

Reaction equation

HRID 2225953 reaction equation
[C:1]1([P:7](=[O:10])([OH:9])[OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O.[Ru]>[CH:1]1([P:7](=[O:8])([OH:10])[OH:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 15295Phenylphosphonic Acid

Product 1

HCID 70494Cyclohexylphosphonic acidYield 95%

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 962WaterSolvent

Procedure

A cycloalkyl phosphorus compound is obtained by the catalytic hydrogenation of a substituted or unsubstituted aryl phosphonic acid using a heterogeneous catalyst which is a Group VIII metal on carbon. The hydrogenation is preferably effected in water. The catalyst can be ruthenium or carbon. When phenylphosphonic acid is used as the starting material, a yield of about 95% of essentially pure cyclohexylphosphonic acid can be obtained.

Sources & evidence

ORD record
ord-ffee82ba343346d39084ab6f1a30bb50
Source dataset
uspto-grants-1994_09
Patent number
US05344966

Reaction notes

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