Phenols Atherton-Todd phosphorylation

Atherton-Todd phosphorylation of alcohols and phenols (Table 3.22)... 

Phosphorylation of primary alcohols and phenols. Zwierzak has found that the Atherton-Todd phosphorylation can be carried out advantageously under phase-transfer eatalysis. Carbon tetrachloride and 50% aqueous sodium hydroxide serve as the solvent pair tetra-/i-butylammonium bromide or benzyltriethyl-ammonium chloride serve equally well as catalysts. Yields are 35 90% for primary alcohols and phenols low yields are obtained from other alcohols. 

The catalysed two-phase adaptation of the Atherton-Todd procedure is effective for the phosphorylation of primary alcohols and of phenols [6] to produce trialkyl phosphates and dialkyl aryl phosphates. Trialkyl phosphates have also be obtained in high yield (>75%) from the alkylation of preformed tctra-n-butylammonium di-/-butylphosphate [7], Subsequent cleavage of the /-butyl groups provide a simple synthesis of monoalkyl phosphates. 

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See also in sourсe #XX -- [ , ]

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