SINTESIS TURUNAN ASETOFENON DARI 1-(4-ASETOKSIFENIL-3-METOKSI)-2-PROPANIL FORMAT

Kusmiyati Kusmiyati, Sabirin Matsjeh, Jumina Jumina

Abstract


The Synthesis of acetophenone derivative from 1-(4-acetoxyphenyl-
3-methoxy)-2-propanyl formate through Fries Rearrangement in order to produce
ortho hidroxy acetophenone derivative as starting material of Flavanoid compound has
been done. The reaction of 1-(4-acetoxyphenyl-3-methoxy)-2-propanyl formate was
done by heating at 120 °C for 3 hours under AlCl3, dichloromethane as the catalyst and
solvent, respectively. The structure of the compound was identified using Infra Red
spectrometry (IR) dan GC-MS. Fries rearrangement of 1-(4-acetoxyphenil-3-
methoxy)-2-propanyl formate produce 1-(2-hyidroxy-3-methoxy-5-propenyl)-
acetophenone and 1-(2-hyidroxy-3-methoxy-5-propanyl)-acetophenone as side
product with product rendemen were 43.26% and 9.48%, respectively.


Keywords


Fries rearrangement; 1-(4-acetoxyphenyl-3-methoxy)-2-propanyl formate; 1-(2-hyidroxy-3-methoxy-5-propenyl)-acetophenone

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DOI: http://dx.doi.org/10.12928/pharmaciana.v2i1.654

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Pharmaciana
ISSN Print: 2088-4559 | ISSN Online: 2477-0256
Website: http://journal.uad.ac.id/index.php/PHARMACIANA
Office: Faculty of  Pharmacy, Universitas Ahmad Dahlan
Jl. Prof. Dr. Soepomo, S.H., Janturan, Warungboto, Umbulharjo, Yogyakarta, Indonesia
Kode pos 55164
Email: pharmaciana@pharm.uad.ac.id