WORLD JOURNAL OF ADVANCE
HEALTHCARE RESEARCH

( An ISO 9001:2015 Certified International Journal )

An International Peer Review Journal for Medical Science and Pharma Professionals

An Official Publication of Society for Advance Healthcare Research (Reg. No. : 01/01/01/31674/16)

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Abstract

SYNTHESIS OF A NOVEL ESTER DERIVATIVE OF 3-AMINO-4-HYDROXYBENZOIC ACID WITH MENTHOL

Khadija Alsayed*, Rushdi Madwar

ABSTRACT

A novel ester derivative (K) of 3 amino 4 hydroxybenzoic acid was synthesized via Fischer esterification with menthol using DMSO and concentrated H?SO? as a catalyst at 80 °C for 8 hours. The product was obtained as a brown precipitate in 70% yield. The structure was confirmed by FT IR, ¹H NMR, and ¹³C NMR spectroscopy. FT IR revealed the disappearance of the acidic O–H band and the appearance of ester carbonyl (C=O) at 1694 cm?¹ and C–O–C at 1111 cm?¹. ¹H NMR showed characteristic signals for aromatic (δ 7.24 ppm), amino (δ 4.16 ppm), and phenolic OH (δ 8.17 ppm) protons, confirming selective esterification at the carboxylic acid group. Signals for menthol protons (δ 3.46–3.41 ppm and δ 2.53 ppm) further supported the structure. ¹³C NMR displayed the ester carbonyl at δ 162.60 ppm and the menthol C–O carbon at δ 49.07 ppm. These results confirm the successful synthesis of this novel ester derivative, highlighting its potential as a versatile intermediate for pharmaceutical and industrial applications.

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