Synthesis of 1-(4-Fluorophenyl)-2-nitro-1-buten [23063-47-0]

1-(4-Fluorophenyl)-2-nitro-1-buten [23063-47-0-A]            C10H10FNO2

In a 50 ml round-bottom flask, 15.5 g (0.125 mol) 4-fluorobenzaldehyde, 16.85 g (0.188 mol) 1-nitropropane, 1.2 g methylammonium acetate (10 mol% based on 4-fluorobenzaldehyde), 25 ml methanol, and Teflon boiling stones are added. The reaction mixture is heated under reflux for 72 hours and then cooled to room temperature. Upon cooling, the product precipitates as lemon-yellow crystals; the round-bottom flask may need to be shaken to initiate crystallization. The crystals are filtered off, washed with ice-cold methanol, and dried. Yield: 17.6 g (72% of theory) 1-(4-Fluorophenyl)-2-nitro-1-buten (Mr 195.2).

Source: self-prepared by the author
Delivered by: hefefurz (see thread in the LambdaForum)
Last update: 17/05/2008

Other name: 1-(p-Fluorophenyl)-2-nitro-1-buten