Methyl 4-cyanobenzoate synthesis

12synthesis methods

Product Name:Methyl 4-cyanobenzoate
CAS Number:1129-35-7
Molecular formula:C9H7NO2
Molecular Weight:161.16

m-Cyanobenzamide (73.0 g, 0.5 mol), which has a purity of 99% or more and methanol (460.3 g) were placed in a 2 l-separable flask. The mixture was allowed to react at 64° C. for 12 hours while a 20% hydrochloric acid/methanol solution (162.4 g) prepared in advance was added to it with stirring. Gas chromatographic analysis revealed that the reaction mixture contained 74.9 g of Methyl 4-cyanobenzoate (yield 93%).

67-56-1 Synthesis

67-56-1
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619-65-8
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$9.00/1g

1129-35-7
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$8.00/5g

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]

1571-08-0 Synthesis