[PDF] acetylation of alcohols using acetic anhydride and pyridine

Pyridine is a popular catalyst for the acetylation of alcohols using acetic anhydride, but is toxic, has a bad smell, and its high boiling point makes its removal after the reaction difficult.
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  • What is the role of pyridine in the acetylation of alcohols?

    Pyridine acts as an acceptor for the acid by-product formed in the reaction. Thus it is used to remove the side product i.e. HCl from the reaction mixture.

  • What is the mechanism for the acetylation of an alcohol with acetic anhydride?

    Initially, acetic acid protonates the carbonyl group of acetic anhydride to give a cationic intermediate which is further attacked by the nucleophile to give an alcohol-type intermediate.

  • What happens when ethanol reacts with acetic anhydride in the presence of pyridine?

    Ethanol on reaction with acetic anhydride gives acetic ester and ethanoic acid both. It is called esterification reaction. The reaction takes place as follows : CH3COOHacetic acid+C2H5OHethanol?CH3COOC2H5ethyl acetate+H2O.
  • In a 5 ml round-bottom flask, 1 g of 4a–h was added to an equimolar amount of acetic anhydride containing 1% of VOSO4·5H2O. The reaction was kept under stirring for 2 or 24 h at room temperature. The reaction was then quenched with 50 ml of H2O and kept under stirring for about 15 min.
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Facile and Efficient Acetylation of Primary Alcohols and Phenols with

3 déc. 2013 Pyridine is a popular catalyst for the acetylation of alcohols using acetic anhydride but is toxic



Catalysis by 4-dialkylaminopyridines

The treatment of substrates such as alcohols phenols and amines with acetic anhydride (or acetyl chloride) in the presence of pyridine has provided a 



Acetylation of Alcohols Amines

Thiols under Catalyst and



Acetylpyridinium ion intermediate in pyridine-catalyzed hydrolysis

9 M) but increases the rate of reaction of pyridine with acetic anhydride. other pyridine-catalyzed acylation reactions presumably.



An Efficient Acetylation of Primary and Secondary Aliphatic Alcohols

Aliphatic Alcohols with Acetic Anhydride in the catalysed acetylation occurs very fast and yields are higher than with acetylation in pyridine. Table 1.



Dimethyl sulfoxide-acid anhydride mixtures for the oxidation of

Abstract: Oxidation of alcohols with dimethyl sulfoxide and acetic anhydride is reported. with acetic anhydride-pyridine gave in 68% yield



Acetylation of Alcohols Amines

Thiols under Catalyst and



THE ACTION OF ACETIC ANHYDRIDE AND PYRIDINE ON AMINO

A uniform procedure was then adopted for preparing the acetyl- aminoketones. It consists of heating the amino acid (0.1 mol) with a mixture of equal weights of 



Rapid Determination of Hydroxyl by Means of Acetyl Chloride and

compounds are probably those based on the use of acetic anhydride with or without the addition of pyridine.1'23



Quantitative Acetylation of Amines by Means of Acetyl Chloride and

tially in modifying theusual acetic anhydride- pyridine acetylation mixture by the substitution reacted with the acetylating medium to an ex-.