Esterification of carboxylic acids by contact with a phosphonium

Details Esterification of carboxylic acids by contact with a phosphonium Esterification of carboxylic acids by contact with a phosphonium

1977-07-13

1978-10-17

Phillips, Delbert R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

560 19, 560 24, 560 38, 560157, 560169, C07C10352

Patent

active

041208536

ABSTRACT:
The amidation and esterification of carboxylic acids with amines and hydroxyl group-containing compounds, respectively, are effected without incurring the drawbacks of reaction equilibrium by the reaction of the reactants, one of which has been activated in the reactive group by contact with a phosphonium salt obtained by reacting a phosphorous ester or phosphorous monoester salt with an organic base such as pyridine and an oxidizing agent such as halogens and mono or divalent mercury halide or acetate. The amidation can be applied to the preparation of peptides by the reaction of amino acids and/or peptides in which one of the reactive groups have been protected.

REFERENCES:
patent: 2938915 (1960-05-01), Schwyzer et al.
patent: 3907855 (1975-09-01), Yamazak et al.
Gawne, G., et al., J. Amer. Chem. Soc. 1969, 91(20), 5669-5671.

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