CARBODIIMIDES: PART III. (A) A NEW METHOD FOR THE PREPARATION OF MIXED ESTERS OF PHOSPHORIC ACID. (B) SOME OBSERVATIONS ON THE BASE-CATALYZED ADDITION OF ALCOHOLS TO CARBODIIMIDES

Author:

Khorana H. G.

Abstract

The preparation of a number of N,N′-di-p-tolyl-O-alkyl pseudourea ethers through the alkoxide catalyzed exothermic addition of alcohols to di-p-tolyl carbodiimide is described. Triethyl amine is not effective as a catalyst for such additions. Dicyclohexylcarbodiimide has been found not to undergo such additions at all.The N,N′-diaryl-O-alkyl pseudourea ethers decompose in the presence of mono-and disubstituted hydrogen phosphates to form the diaryl urea and the neutral tertiary phosphates in excellent yield. Several mixed esters of phosphoric acid have been prepared by this method.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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2. Protection for the Phosphate Group;Greene's Protective Groups in Organic Synthesis;2014-08-11

3. 6.09 Synthesis of Esters and Lactones;Comprehensive Organic Synthesis II;2014

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5. Preparation and properties of fully esterified erythritol;European Journal of Lipid Science and Technology;2011-10-26

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