New PDF release: Esterification: Methods, Reactions, and Applications, First
By Junzo Otera
ISBN-10: 3527304908
ISBN-13: 9783527304905
Right here, Professor J. Otera brings jointly for the 1st time the mixed wisdom approximately this simple but multifaceted response. ranging from the methodical fundamentals correct as much as sensible purposes, this e-book represents a finished evaluation of this sort of response, saving readers time-consuming study one of the literature - and never simply in useful issues. prepared to develop into a regular reference for each natural chemist. From the contents: technique response of Alcohols with Carboxylic Acids and Their Derivatives Reactions with Carboxylic Acids response with Esters: Transesterification response with Acid Anhydrides response with Acid Halides and comparable Compounds Conversion of Alcohols to Esters via Carbonylation artificial functions Kinetic solution Enzymatic solution Nonenzymatic answer uneven Desymmetrization Deacetylation via Transesterification Selective Esterification purposes to typical Product Synthesis New response Media commercial makes use of
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Extra resources for Esterification: Methods, Reactions, and Applications, First Edition
Example text
Reaction of this intermediate with alcohol directly generates a key intermediate, alkoxyphosphonium salt (route A), which undergoes nucleophilic attack by the carboxylate ion to furnish the desired ester. 1 Reaction with Carboxylic Acids alkoxy carbon center in the last SN2 step. An alternative route is possible (route B) [96JOC2967]. After addition of a carboxylic acid to DEAD, an acyloxyphosphonium salt is formed, and this is attacked by an alkoxide ion generated by interaction between an alcohol and the hydrazide ion.
5 mmol, dried well at 140 8C for 3 h in vacuo before use) in acetonitrile is stirred for 1 d at room temperature, and benzyl hexanoate is isolated in 90 % yield after workup and purification. Scheme 1-38 31 32 1 Reaction of Alcohols with Carboxylic Acids and their Derivatives It is claimed that 4,5-dichloro-1,2,3-dithiazolium chloride works at lower temperatures (±78 8C to room temperature) than the 2-halo-1-methylpyridinium chloride (Scheme 1-39) [93TL2737]. 0 mmol) in dry CH2Cl2 (3 mL). The mixture is stirred at ±78 8C for 2 h and allowed to warm to rt overnight (12 h).
Thanks to the neutral conditions, various functional groups are tolerated and, remarkably, otherwise difficult-toachieve transesterification of non-enolizable a,a-disubstituted b-keto esters smoothly takes place.
Esterification: Methods, Reactions, and Applications, First Edition by Junzo Otera
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