Phenol → Phosphorodichloridous acid, phenyl ester

HRID 347326Notes

Reaction equation

HRID 347326 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[P:8](Cl)([Cl:10])[Cl:9]>C(N(CC)CC)C>[O:7]([P:8]([Cl:10])[Cl:9])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 996PhenolHCID 24387Phosphorus trichloride

Product 1

HCID 18908Phosphorodichloridous acid, phenyl ester

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Further starting compounds HalPnR1R2 and HalPnR3R4 are obtainable by stepwise synthesis. Thus, for example, reaction of phenol with phosphorus trichloride in the presence of a tertiary amine, e.g. triethylamine, produces phenoxyphosphorus dichloride which can be reacted with one equivalent of the appropriate pyrrole compound, e.g. pyrrole, in the presence of a tertiary amine to give phenoxypyrrolylphosphorus chloride.

Workup

  1. customFurther starting compounds HalPnR1R2 and HalPnR3R4 are obtainable by stepwise synthesis

Sources & evidence

ORD record
ord-661f312b30874407889782dd7a77afd9
Source dataset
uspto-grants-2007_02
Patent number
US07173138B2

Reaction notes

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