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Synthesis of 4-(5-Bromo-4-Hydroxyphenyl-3-Methoxy)-2-Butanone and the Activity Test as Fruit Flies Attractant

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Abstract:

Synthesis of 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone and its potential test as fruit flies attractant has been done. All of products were analyzed by FT-IR GC-MS, and 1H-NMR. Synthesis of 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone was carried out in three steps reaction. First, the bromination of vanillin was performed using KBrO3 and HBr in acidic condition. Second, aldol condensation of 5-bromovanillin with acetone using base catalyst NaOH 20%. Third, 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone was synthesized by reacting the reduction reaction of condensation aldol products with NaBH4 and NiCl2.6H2O in methanol solvent in mild condition. Based on FT-IR, GC-MS and 1H-NMR analyses, the synthesis of 4-(5-bromo-4-hydroxyphenyl-3-methoxy)-2-butanone has been successfully by selective hydrogenation reaction with 68% yield. Testing the result as attractant of fruit fly indicated that synthesized compound can be used as attractant.

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Periodical:

Key Engineering Materials (Volume 840)

Pages:

113-117

DOI:

https://doi.org/10.4028/www.scientific.net/KEM.840.113

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Online since:

April 2020

Authors:

Yuri Pradika*, Deni Pranowo, Sabirin Matsjeh

Keywords:

4-(5-Bromo-4-Hydroxyphenyl-3-Methoxy)-2-Butanone, Attractant, Synthesis

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