反応 #95080

反応方程式

triphenyl(1[ethoxycarbonyl]ethylidene)phosphorane

3-nitrobenzaldehyde

→

title product

Ethyl 2-Methyl-3-(3-Nitrophenyl)propenoate

溶媒

benzene

反応条件

後処理

1. 1
   温度under reflux overnight
2. 2
   温度The reaction mixture was cooled
3. 3
   その他the solvent was removed by evaporation in vacuo
4. 4
   抽出The residue was extracted with 300 ml
5. 5
   ろ過The isopropyl ether solution was filtered
6. 6
   その他the filtrate was evaporated in vacuo
7. 7
   workup.DISTILLATIONThe residue was distilled under reduced pressure
8. 8
   その他giving 37.6 g

実験手順

To a stirred slurry of 79.8 g. of triphenyl(1[ethoxycarbonyl]ethylidene)phosphorane in 300 ml. of benzene was added 30.2 g. of 3-nitrobenzaldehyde and the resulting mixture was heated under reflux overnight. The reaction mixture was cooled and the solvent was removed by evaporation in vacuo. The residue was extracted with 300 ml. of isopropyl ether. The isopropyl ether solution was filtered, and the filtrate was evaporated in vacuo. The residue was distilled under reduced pressure, giving 37.6 g. of the title product, b.p. 147°-162° C./0.25 mm Hg. The NMR spectrum (in CDCl3) showed absorptions at 1.4 (t), 2.1 (d), 4.3 (q), 7.4 (m) and 8.1 (m) ppm.

出典