Process Optimization of
Aldol-Type Reaction by Process Understanding Using in Situ IR

Fukui, Yuki; Oda, Shinichi; Suzuki, Hiroyuki; Hakogi, Toshikazu; Yamada, Daisuke; Takagi, Yohei; Aoyama, Yasunori; Kitamura, Hideyuki; Ogawa, Masayoshi; Kikuchi, Junko

doi:10.1021/op300186p.s001

Process Optimization of Aldol-Type Reaction by Process Understanding Using in Situ IR

journal contribution

posted on 2012-11-16, 00:00 authored by Yuki Fukui, Shinichi Oda, Hiroyuki Suzuki, Toshikazu Hakogi, Daisuke Yamada, Yohei Takagi, Yasunori Aoyama, Hideyuki Kitamura, Masayoshi Ogawa, Junko Kikuchi

A high-yield robust LHMDS-mediated aldol-type reaction of benzyl maltol (2) and benzaldehyde (3) was developed using in situ IR to overcome the problems of low yield and yield fluctuation of the pilot synthesis. In situ IR studies indicated that unexpected side reactions of LHMDS and 3 reduced the yield of the aldol-type reaction. On the basis of the results, the reaction conditions were optimized.