Sintesis 4-Hidroksisinamamida dari Asam 4-Hidroksinanamat melalui Reaksi Esterifikasi dan Amonolisis

Firdaus Firdaus (1), Nunuk Hariani Soekamto (2), Abdul Karim (3)
(1) Universitas Hasanuddin, Indonesia,
(2) Universitas Hasanuddin, Indonesia,
(3) Universitas Hasanuddin, Indonesia
https://doi.org/10.20956/ica.v2i2.2463

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Issue
Volume 2 No 2 - December 2009
Submitted
September 15, 2017
Accepted
September 15, 2017
Published
December 1, 2009
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Abstract

The 4-hydroxycinnamamide  is a compound  that has been isolated from the root bark of Kleinhovia hospita Linn. The compound show high toxicity to Artemia salina Leach (IC 180,53 µg) so it can be expected has cytostatic activity against P388 leukemic cells. However, the concentration of the compound in the root bark of K. hospita Linn is very low (about 1.6 ppm), and commercially the compound  is  not  ready  and  has  never  been  synthesized.  Therefore,  it  is  important  to  find  out  a synthesis method to used in prepare the compound for further examination, in particular its cytostatic activity. By this research, the 4-hydroxycinnamamide compound has been prepared from 4- hydroxycinnamic  acid  via  esterification  reaction  with  excess  ethanol  and  sulphate  acid  catalyst followed  ammonolysis  reaction  with concentrated  ammonia.  The esterification  stage  gave  ethyl 4-
hidroxycinnamate   as  white  crystall  with  melting  point  133-134oC   and  34.9%  yield,  and  the ammonolysis stage gave 4-hydroxycinnamamide as white crystall with merting point 140oC and 46.1% yield. Identification of the reaction product was carried out by FTIR and NMR spectroscopy methods.

Keywords: 4-hydroxycinnamamide, 4-hydroxycinnamic acid, esterification, ammonolysis


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References

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Authors

Firdaus Firdaus
Universitas Hasanuddin
firdaus_tdg@yahoo.com (Primary Contact)
Nunuk Hariani Soekamto
Universitas Hasanuddin
Abdul Karim
Universitas Hasanuddin
Firdaus, F., Hariani Soekamto, N., & Karim, A. (2009). Sintesis 4-Hidroksisinamamida dari Asam 4-Hidroksinanamat melalui Reaksi Esterifikasi dan Amonolisis. Jurnal Akta Kimia Indonesia (Indonesia Chimica Acta), 2(2), 37–43. https://doi.org/10.20956/ica.v2i2.2463
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