Fan Li-chang
2008
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Journal
Chemistry World
Abstract
First,2-methylbutyryl chloride was prepared from 2-methylbutyric acid and thionyl chloride.Second,2-methyl-1-phenyl-1-butanone was synthesized from benzene and 2-methylbutyryl chloride in the presence of anhydrous aluminum chloride as catalyst.Thirdly,2-methyl-2-hydroxy-1-phenyl-1-butanone was prepared by chlorination and hydrolysis of 2-methyl-1-phenyl-1-butanone in the presence of NaOH(aq) with CCl_4 as chlorinating agent and tetrabutyl ammonium bromide as phase transfer catalyst.The experimental results showed that the optimum conditions were as follows: anhydrous aluminum chloride was 22 g,reaction time was 1.5 h,dropwise time of 2-methylbutyryl chloride was 1.5 h,n(C_6H_6)/n(2-methylbutyryl chloride) was 5.0∶1.The yield of 2-methyl-1-phenyl-1-butanone was 92.6%.When CCl_4 was 12 mL,tetrabutyl ammonium bromide was 6 g,sodium hydroxide was 17%,and reaction time was 6 h,the yield of 2-methyl-2-hydroxy-1-phenyl-1-pentanone was 90.3%.The structure of the product was characterized by elemental analysis,IR and MS.