Chem. J. Chinese Universities ›› 1991, Vol. 12 ›› Issue (4): 491.

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Alkylation of Isopropyl 4-Chlorobenzenesulfonyl Acetate Under Phase Transfer Catalysis Condition

Zhang Li-kang, Zhang Zheng   

  1. Deyartment of Chemistry, Nanjing Universitg, Nanjing, 210008
  • Received:1989-11-30 Online:1991-04-24 Published:1991-04-24

Abstract: Alkylation of isopropyl 4-chlorobenzenesulfonyl acetate (1) with alkyl halides R1X(R1=n-Bu, CH2=CHCH2, p-CiC6H4CH2, C6H5CH2CH2, C6H5CH2; X=Cl, Br) in the system of K2CO3/DMF was carried out under solid-liquid phase transfer catalysis and five α-substituted products (2a-e) were obtained. The monoalkylated products directly reacted with active alkyl halides R2X (R2: CH2=CHCH2, p-ClC6H,CH2, C6H;CH2; X=Cl, Br) in one-pot to give dialkylated compounds 3n-t. This method has the advantage of moderate reaction conditions and high yields.

Key words: Phase transfer catalysis, Alkylation, Isopropyl 4-chlorobenzenesulfonyl acetate

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