Synthesis of a Novel Tobacco Flavor 2-(2-Hydroxyphenyl) cyclopropane-1-carboxylic Acid

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Synthesis of a Novel Tobacco Flavor 2-(2-Hydroxyphenyl) cyclopropane-1-carboxylic Acid

Published 2013 · Lu Xin-y

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Abstract

2-(2-Hydroxyphenyl) cyclopropane-1-carboxylic acid (HCCA) was prepared from the starting material of 2-methoxystyrene via the chlorine-addition,cyclopropanation reaction with diethyl malonate,Krapcho decarboxylation and demethylation using thiophenol as nucleophiles under alkali conditions with a high total yield of 61%. The target product was also confirmed through1HNMR,13CNMR,GC-MS and HRMS. The synthetic process of HCCA can be performed under mild reaction conditions with conveniently available reagents and good yields,providing a potential route for the largescale syntheses.

Study Snapshot

The study successfully synthesized 2-(2-Hydroxyphenyl) cyclopropane-1-carboxylic acid (HCCA) from 2-methoxystyrene under mild reaction conditions, providing a potential route for large-scale production of this novel tobacco flavor.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Synthesis of a Novel Tobacco Flavor 2-(2-Hydroxyphenyl) cyclopropane-1-carboxylic Acid

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