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ChemicalBook CAS DataBase List Methyl 4-cyanobenzoate

Methyl 4-cyanobenzoate synthesis

12synthesis methods
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Yield:1129-35-7 100%

Reaction Conditions:

with monolith-SO3H in toluene at 80; for 24 h;Inert atmosphere;

Steps:

Methylation of Various Carboxylic Acids (Table 3):

General procedure: To atest tube were added the carboxylic acid (500 mol), monolith-SO3H (100 wt%), and toluene (0.5 mL). Then, MeOH (30.3 L,750 mol) and additional toluene (0.5 mL) were added. Thereaction mixture was stirred under an Ar atmosphere (balloon)at 80 °C for 24 h, then passed through a cotton filter to removemonolith-SO3H and washed with Et2O (15 mL). The filtratewas concentrated in vacuo. The residue was purified by silica gel flash column chromatography (n-hexane/Et2O) to give thecorresponding methyl ester, if necessary. The 1H and 13CNMRspectra of the product were identical to those in the literature.

References:

Ichihara, Shuta;Ishida, Moeka;Ito, Ryo;Kato, Ayumu;Monguchi, Yasunari;Nakamura, Shinji;Park, Kwihwan;Sajiki, Hironao;Takada, Hitoshi;Wakayama, Fumika;Yamada, Tsuyoshi;Yamada, Yutaro [Bulletin of the Chemical Society of Japan,2021,vol. 94,# 11,p. 2702 - 2710]

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