Ultrasound assisted synthesis of N-aryl indole under multi-site phase-transfer catalyst: A kinetic study
Publish place: Journal of Medicinal and Chemical Sciences، Vol: 2، Issue: 1
Publish Year: 1398
نوع سند: مقاله ژورنالی
زبان: English
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شناسه ملی سند علمی:
JR_JMCH-2-1_005
تاریخ نمایه سازی: 8 آذر 1400
Abstract:
The ultrasound assisted preparation of ۱-benzyl-۱-indole (arylation) from the reaction of benzyl chloride (BC) and indole was carried out successfully using solid sodium hydroxide and catalyzed by multi-site phase-transfer catalyst (MPTC) viz., ۱,۴-benzyl-۱,۴-diazoniab-icyclo[۲.۲.۲]octanium dichloride in a solid–liquid reaction condition (SL-PTC). Water was introduced in a trace quantity to the reaction system to avoid a serious hydration of active intermediate. The potentiality of the multi–site phase-transfer catalyst was demonstrated by following the kinetics arylation of indole under pseudo–first order conditions by employing aqueous sodium hydroxide and indole in excess. The reaction was monitored by gas Chromatography. The synthesized MPTC and ۱-benzyl-۱-indole were characterized by ۱H NMR and ۱۳C NMR. The reaction is greatly enhanced in the solid–liquid system, catalyzed by multi-site quaternary ammonium salt (MPTC) and ultrasound irradiation (۲۸ kHz, ۳۰۰W) in a batch reactor.
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Authors
Manickam Sathiyaraj
Department of Chemistry, Pachaiyappa’s College Chennai, Tamil Nadu, India-۶۰۰۰۳۰
PERUMAL VENKATESH
Department of Chemistry, Pachaiyappa’s College Chennai, Tamil Nadu, India-۶۰۰۰۳۰
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