Efficient Acetylation of Primary Amines and Amino Acids in Environmentally Benign Brine Solution Using Acetyl Chloride.

doi:10.1002/CHIN.201343032

Paper

Efficient Acetylation of Primary Amines and Amino Acids in Environmentally Benign Brine Solution Using Acetyl Chloride.

Published Oct 22, 2013 · K. Basu, Suchandra Chakraborty, A. K. Sarkar

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Abstract

Acetyl chloride is one of the most commonly available and cheap acylating agent but its high reactivity and concomitant instability in water precludes its use to carry out acetylation in aqueous medium. The present methodology illustrates the efficient acetylation of primary amines and amino acids in brine solution by means of acetyl chloride under weakly basic condition in the presence of sodium acetate and/or triethyl amine followed by trituration with aqueous saturated bicarbonate solution. This effort represents the first efficient use of this most reactive but cheap acetylating agent to acetylate amines in excellent yields in aqueous medium. This is a potentially useful green chemical transformation where reaction takes place in environment-friendly brine solution leading to easy work-up and isolation of the amide derivatives. Mechanistic rationale of this methodology is also important.

Study Snapshot

Acetylation of primary amines and amino acids in environmentally benign brine solution using acetyl chloride is efficient and environmentally friendly, offering a green chemical transformation.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Efficient Acetylation of Primary Amines and Amino Acids in Environmentally Benign Brine Solution Using Acetyl Chloride.

References

Efficient acetylation of primary amines and amino acids in environmentally benign brine solution using acetyl chloride

Acetyl chloride can efficiently acetylate primary amines and amino acids in environmentally friendly brine solution, offering a green chemical transformation with easy work-up and isolation.

Citations

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