One-Step Synthesis of 5-(4-Fluorobenzyl)-2-furyl Methyl Ketone: A Key Intermediate of HIV-Integrase Inhibitor S-1360

Autor: Masaaki Uenaka, Sumio Shimizu, Kenji Izumi, Mikio Kabaki
Rok vydání: 2007
Předmět:
Zdroj: Organic Process Research & Development. 11:1059-1061
ISSN: 1520-586X
1083-6160
DOI: 10.1021/op700117q
Popis: Practical one-step synthesis of 5-(4-fluorobenzyl)-2-furyl methyl ketone was accomplished by Friedel–Crafts benzylation of 2-furyl methyl ketone with 4-fluorobenzyl chloride in the presence of ZnCl2. Two reaction conditions and their work-up procedures are reported. The first utilizes an anhydrous condition in dichloromethane, providing a convenient procedure for the isolation of the product. The second involves an aqueous condition, which offers a large-scale ecological and safe manufacturing process.
Databáze: OpenAIRE