Methyl isonicotinate synthesis
- Product Name:Methyl isonicotinate
- CAS Number:2459-09-8
- Molecular formula:C7H7NO2
- Molecular Weight:137.14
872-85-5
67-56-1
2459-09-8
GENERAL STEPS: A mixture of chlorobrominated resin and K2CO3 in MeOH-H2O (8:2, 3 mL) was placed in a round-bottomed flask equipped with a magnetic stirrer. 4-Pyridinecarboxaldehyde (1 mmol, 1 equiv.) was added to it slowly and the reaction mixture was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was filtered and the filtrate was extracted with ether (Et2O). The ether layer was washed sequentially with water, brine, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated. If necessary, the residue was purified by column chromatography on silica gel (60-120 mesh) using a mixture of petroleum ether (PE) and ethyl acetate (EtOAc) (9:1) as eluent.
Yield:2459-09-8 80%
Reaction Conditions:
with sulfuric acidReflux;
Steps:
1.1 (1) Synthesis of isonicotinic acid methyl ester of formula (II)
Isonicotinic acid (0.1 mol), sulfuric acid (0.12 mol) and anhydrous methanol (0.12 mol), was added to a 150 ml single-necked flask, the reaction was heated to reflux, after the end of the reaction, spin off the solvent, washed with water to prepare 12.08 g of isonicotinate as shown in formula (II), Yield 80%.
References:
Zhejiang University of Technology;Liu Xinghai;Zhao Wen;Zhai Zhiwen;Sun Zhaohui;Weng Jianquan;Tan Chengxia;Liu Xufeng;Ding Xiaomin CN106699776, 2017, A Location in patent:Paragraph 0024-0025; 0027-0029
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