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Synthesis of diethers derived from furoin by phase transfer catalysis under microwave irradiation

Synthesis of diethers derived from furoin by phase transfer catalysis under microwave irradiation
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摘要 A series of new diethers were obtained by alkylation of furoin under microwave irradiation （MWI） in phase transfer catalysis （PTC） conditions. The products of alkyl halides were synthesized in good yields （〉75%） within a few minutes, and the products of dihalides were synthesized in fair yields （about 45%）. The yields are dramatically improved compared to conventional heating under the same conditions, in spite of similar profiles of rising in temperature. A series of new diethers were obtained by alkylation of furoin under microwave irradiation （MWI） in phase transfer catalysis （PTC） conditions. The products of alkyl halides were synthesized in good yields （〉75%） within a few minutes, and the products of dihalides were synthesized in fair yields （about 45%）. The yields are dramatically improved compared to conventional heating under the same conditions, in spite of similar profiles of rising in temperature.
作者 Feng Zhang Ya Zhuo Li Da Wei Gao Ji Kui Sun Yu Min Zhang
机构地区 College of Chemistry
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2007年第7期791-794,共4页 中国化学快报（英文版）
基金 Natural Science Foundation of Jilin Province, China （No. 1999010540）.
关键词 Microwave irradiation FUROIN Phase transfer catalysis O-ALKYLATION Microwave irradiation Furoin Phase transfer catalysis O-Alkylation
分类号 O623.423 [理学—有机化学]
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参考文献9

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  • 8[8]Experimental procedure:Conventional synthesis-A mixture of furion 1 (1.92 g,10 mmol),alkyl halide (30 mmol),TBAB(1 mmol),and powdered KOH(1.68 g)[containing about 15% of water] was stirred at reflux temperature for 8-10 h in presence of DMF (20 mL).On completion of reaction (TLC),the mixture was cooled down to room temperature and diluted with 40 mL of methylene chloride.The solution was filtered (KOH in excess,generated salts).The organic layer was then washed by water,dried by MgSO4.In the best cases,pure products were isolated by column chromatography on silica gel (eluant:ethyl acetate/pentane mixtures).MWI Assisted synthesis-In a pyrex cylindrical reactor adapted to the Synthewave reactor,10 mmol (1.92 g) of furoin were mixed with 30 mmol of alkyl halide,1 mmol of TBAB,30 mmol of powdered KOH (1.68 g)[containing about 15% of water] and 20 mL of DMF.The mixture was then homogenized and submitted to microwave under mechanical stirring for the adequate time.The temperature was measured by IR detection and controlled with an optical fiber throughout the reaction.It is maintained constant by modulation of the emitted power 300 W.The mixture was cooled down to room temperature and diluted with 40 mL of methylene chloride.The solution was filtered (KOH in excess,generated salts).The organic layer was then washed by water,dried by MgSO4.In the best cases,pure products were isolated by column chromatography on silica gel (eluant:ethyl acetate/pentane mixtures)
  • 9[9]F.Zhang,J.K.Sun,Y.Z.Li,D.W.Gao,Y.M.Zhang,Fine Chemicals (In Chinese) 24 (2007) 113-116.
Chinese Chemical Letters
2007年 第7期

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