Formation of Phenolic Esters with Phosphorus Acids and Related Compounds

5 Formation of phenolic esters with phosphorus acids and related compounds 

In this group developments in the formation of aryl phosphites, aryl phosphates and structurally related compounds are considered. 

Diaryl phosphites have been reported to form in nearly quantitative yield by the simultaneous addition of phosphorus trichloride and 38% hydrochloric acid (fuming HCI) to a two molar proportion of phenol, continuation of stirring for 2 hours and standing of the mixture during 8-10 hours (ref.32). 

Triphenyl phosphite has been synthesised in 86% yield by the addtion of tris(dimethylamino)phosphine to 3 moles of phenol in the presence of imidazole in carbon disulphide/benzene and stirring of the mixture at ambient temperature for 24 hours. Mixed esters were obtained by interception of the intermediate (ref.33). 

The formation of phosphorodichloroidites in 67% yield from phenols has been desCTibed, in particular from 2,6-di-tert-butylphenol with phosphorus trichloride in the presence of some 1,8-bis(dimethylamino)naphthalene by refluxing for a total period of 37 hours (ref. 34). 

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