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ChemicalBook CAS DataBase List Methyl phenylacetate
101-41-7

Methyl phenylacetate synthesis

13synthesis methods
Methyl phenylacetate is synthesized from phenylacetonitrile by hydrolysis and esterification. Put methanol into a dry glass-lined reaction pot, stir and cool to below 30°C, add sulfuric acid dropwise, heat up to 90°C after adding, and start adding phenylacetonitrile dropwise, control the temperature at about 95°C, and finish adding in 1.5h. After reacting at 95-100 °C for 6 h, it was cooled to below 40 °C and diluted with water equivalent to about 0.6 times the reaction solution. The acid water was separated by standing, and a saturated sodium carbonate solution was added for neutralization and washing, and the aqueous layer was discarded. It is dehydrated with anhydrous calcium chloride and fractionated under reduced pressure to obtain methyl phenylacetate with a yield of 80%.
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Yield:101-41-7 100%

Reaction Conditions:

with Novozym 435;acylase I from Aspergillus melleus;amano lipase AK from pseudomonas fluorescens;lipase from wheat germ;papaine in toluene at 40; for 48 h;Mechanism;Enzymatic reaction;

Steps:

4.3. Experimental setup

General procedure: To the solution of acid (1 mmol) in toluene (1 ml), the corresponding dialkyl carbonate (2 mmol) and enzymes (per 4 mg of each enzyme) were added in 5 ml vial. The reaction mixture was stirring for 24 or 48 h at 40 °C in vortex mixture (Heidolph Promax 1020) equipped with incubator (Heidolph Inkubator 1000). After cooling, the mixture was washed with NaHCO3 (3×) and brine (1×). Organic solvent was removed under vacuum to obtain the product 2a-2r.

References:

Zysk, Malgorzata;Zadlo, Anna;Brodzka, Anna;Wisniewska, Catalina;Ostaszewski, Ryszard [Journal of Molecular Catalysis B: Enzymatic,2014,vol. 102,p. 225 - 229]

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