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Esterification: Methods, Reactions, and Applications (2nd by Junzo Otera, Joji Nishikido

By Junzo Otera, Joji Nishikido

Collecting jointly the common literature within the box, this monograph acts as a reference consultant to this extremely important chemical response. Following an creation, the ebook is going directly to talk about technique, sooner than treating artificial and business purposes -- the latter being a brand new concentration during this thoroughly revised, up to date and prolonged moment version.
A must-have for natural, traditional items and catalytic chemists, in addition to these operating in undefined, of for academics in chemistry.

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Additional info for Esterification: Methods, Reactions, and Applications (2nd Edition)

Example text

50) [249]. ) except in the case of tert-butyl alcohol. The acid- and basesensitive protecting groups commonly used in peptide chemistry are tolerated in this protocol. 5 mmol) in CH2Cl2 (2 mL). 44 g, 1 mmol) is added, and the reaction mixture is left stirring overnight with gradual warming to room temperature. The next day (total reaction time = 10 to 14 h), the reaction mixture is suspended in CH2Cl2 and washed sequentially with buffer (pH 4, Aldrich), satd. aq. NaCl, satd. aq. NaHCO3, and satd.

Microporous titanosilicate ETS-10 molecular sieves are also effective for esterification of longchain carboxylic acids with alcohols [104]. Sulfonic acid-functionalized mesoporous silicas are utilized for esterification of fatty acids with methanol and glycerol [105–107]. Hydrophobic sulfonic acid-functionalized mesoporous benzene/silica is more active than Nafion-H for esterification of acetic acid with ethanol [108]. A similar hydrophobic SO3H-modified catalyst is accessible from mesoporous ethylene/silica [109].

GCMS analysis of an aliquot shows complete conversion of starting material into the desired product after 24 h. A solution of hydrogen chloride in dioxane (4 M, 2 mL) is added to the mixture, and after this has been stirred for 1 h the excess solvent is evaporated. The residue is dissolved in ether or dichloromethane and shaken vigorously with magnesium sulfate, and the solvent is evaporated. Flash column chromatography (20% ethyl acetate in hexanes) gives the desired benzyl ester as a pale yellow oil (86 mg, 69%).

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