Ding Wei-min
2012
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Journal
Chemistry and Adhesion
Abstract
The intermediate,potassium salt of tetrahydro-carbazol-4-one was synthesized from tetrahydro-carbazol-4-one and KOH at first,in the presence of tetrabutyl ammonium bromide(TBAB) as the phase transfer catalyst(PTC),N,N-dimethylformamide(DMF) as the solvent,and dimethyl carbonate(DMC)as the methylating reagent.Then N-methy-1,2,3,4-tetrahydrocarbazole-4-one was prepared by methylation of the intermediate.The best yield(≥80%) of N-methy-1,2,3,4-tetrahydrocarbazole-4-one was obtained under the optimized conditions: n(DMC):n(the intermediate)=2.5∶1,n(TBAB)/n(potassium salt)=2%(molar ratio),the reaction temperature was 100 ℃ and the reaction time was 10h.The molar yield of this reaction could reach over 80%.