Microwave-Assisted Synthesis of 2-(4-Hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol via Potassium Hydroxide as the Catalyst

doi:10.3724/SP.J.1095.2013.20590

Chinese Journal of Applied Chemistry

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Microwave-Assisted Synthesis of 2-(4-Hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol via Potassium Hydroxide as the Catalyst

DAI Yan^1,2, LV Chunxu³, LI Bindong^3*, TAN Weihong^1,2*

(1.Institute of Chemical Industry of Forest Products,CAF;National Engineering Laboratory for
Biomass Chemical Utilization;Key and Open Laboratory on Forest Chemical Engineering,SFA;
Jiangsu Province Key Laboratory of Biomass Energy and Material,Nanjing 210042,China;
2.Institute of Forest New Technology,CAF,Beijing 100091,China;
3.College of Chemical Engineering,Nanjing University of Science and Technology,Nanjing 210094,China)

Received:2012-12-17 Revised:2013-05-06 Published:2013-12-10 Online:2013-12-10

Abstract

Abstract: With the assistance of microwave, a mixture of 2-(4-hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol isomers were obtained via the condensation between hexafluoroacetone trihydrate(HFA·3H2O) and phenol using potassium hydroxide as catalyst. The product was characterized by 1H NMR, IR and MS spectra. The results show that the microwave-assisted process can reduce the reaction time remarkably compared with conventional processes. Under optimal conditions with the microwave power 300 W at n(phenol)∶n(HFA·3H2O)∶n(KOH)=3.0∶1.0∶0.3, the reaction time are shortened from 35 h in conventional heating to 6 h, the total yield is increased from 87% to 90% with 94% selectivity.

Key words: (hydroxy-phenyl)-hexafluoro-propan-ol,phenol, microwave, potassium hydroxide, hexafluoroacetone trihydrate, orthogonal experimental design

CLC Number:

O625.3

DAI Yan1,2, LV Chunxu3, LI Bindong3*, TAN Weihong1,2*. Microwave-Assisted Synthesis of 2-(4-Hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol via Potassium Hydroxide as the Catalyst[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.20590.

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Microwave-Assisted Synthesis of 2-(4-Hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol via Potassium Hydroxide as the Catalyst

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