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Volume 31 Issue 5
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Article Navigation >  Journal of Pharmaceutical Practice and Service  > 2013  >  31(5): 377-379

Liu Na, Wei Hai-yang, Wu Jin, Lv Jia-guo, Zhu Ju, Zhou You-jun, Zheng Can-hui. Improvement of the synthesis of 2-methyl-5-methoxy benzoic acid ethyl ester[J]. Journal of Pharmaceutical Practice and Service, 2013, 31(5): 377-379. doi: 10.3969/j.issn.1006-0111.2013.05.017
Citation: Liu Na, Wei Hai-yang, Wu Jin, Lv Jia-guo, Zhu Ju, Zhou You-jun, Zheng Can-hui. Improvement of the synthesis of 2-methyl-5-methoxy benzoic acid ethyl ester[J]. Journal of Pharmaceutical Practice and Service, 2013, 31(5): 377-379. doi: 10.3969/j.issn.1006-0111.2013.05.017
shu

Improvement of the synthesis of 2-methyl-5-methoxy benzoic acid ethyl ester

doi: 10.3969/j.issn.1006-0111.2013.05.017
  • 1.

    Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai, 200433, China

  • 2.

    Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai, 200433, China;Shanghai Sinch Pharmaceuticals Tech. Co.Ltd, Shanghai, 200232, China

  • Received Date: 2012-12-10
  • Rev Recd Date: 2013-04-09
  • Objective To improve the synthetic process of 2-methyl-5-methoxy benzoic acid ethyl ester. Methods The target compounds were prepared from 2-methyl-5-nitro-benzoic acid through esterification, reduction, diazotization hydrolysis and methylation. Results In the procedure of reduction, Pd/H2 system was replaced by Fe/AcOH with a yield of 92.7%. In the produce of methylation, potassium carbonate were used to take place of the NaH as deacid reagent with a yield of 89.1%. The yield of the new synthesis process was promoted from 75% to 89.1%. Conclusions This study provided a synthesis process route of 2-methyl-5-methoxy benzoic acid ethyl ester with simple operation, mild reaction condition, low price, which was suitable for the amplification of the preparation.
  • [1] Heemskerk J,Mccall JM,Barnes KD.Isoindoline compounds for the treatment of spinal muscular atrophy and other uses[P].2009042907,2009-04-02.
    [2] Lunn MR, Root DE,Martino AM,et al.Indoprofen upregulates the survival motor neuron protein through a cyclooxygenase-independent mechanism[J].Chem Biol,2004,11(11):1489.
    [3] Philippe C,William C,Julien P,et al.The importance of the SMN genes in the genetics of sporadic ALS[J].Amyothophic Lateral Sclerosis,2009,10(5-6):436.
    [4] Giorgio DS,Irene I,Francesco DR,et al.Synthesis of calicoferol E and astrogorgiadiol,two marine 9,10-secosteroids[J].Tetrahedron Letters,1998,39(26):4741.
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Improvement of the synthesis of 2-methyl-5-methoxy benzoic acid ethyl ester

doi: 10.3969/j.issn.1006-0111.2013.05.017
  • 1. Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai, 200433, China
  • 2. Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai, 200433, China;Shanghai Sinch Pharmaceuticals Tech. Co.Ltd, Shanghai, 200232, China
  • Received Date: 2012-12-10
  • Rev Recd Date: 2013-04-09

Abstract: Objective To improve the synthetic process of 2-methyl-5-methoxy benzoic acid ethyl ester. Methods The target compounds were prepared from 2-methyl-5-nitro-benzoic acid through esterification, reduction, diazotization hydrolysis and methylation. Results In the procedure of reduction, Pd/H2 system was replaced by Fe/AcOH with a yield of 92.7%. In the produce of methylation, potassium carbonate were used to take place of the NaH as deacid reagent with a yield of 89.1%. The yield of the new synthesis process was promoted from 75% to 89.1%. Conclusions This study provided a synthesis process route of 2-methyl-5-methoxy benzoic acid ethyl ester with simple operation, mild reaction condition, low price, which was suitable for the amplification of the preparation.

Liu Na, Wei Hai-yang, Wu Jin, Lv Jia-guo, Zhu Ju, Zhou You-jun, Zheng Can-hui. Improvement of the synthesis of 2-methyl-5-methoxy benzoic acid ethyl ester[J]. Journal of Pharmaceutical Practice and Service, 2013, 31(5): 377-379. doi: 10.3969/j.issn.1006-0111.2013.05.017
Citation: Liu Na, Wei Hai-yang, Wu Jin, Lv Jia-guo, Zhu Ju, Zhou You-jun, Zheng Can-hui. Improvement of the synthesis of 2-methyl-5-methoxy benzoic acid ethyl ester[J]. Journal of Pharmaceutical Practice and Service, 2013, 31(5): 377-379. doi: 10.3969/j.issn.1006-0111.2013.05.017
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