Octanal → 2-Methylene-octanal

反応式

[CH:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C=O.[CH2:12](NCCCC)CCC.C(O)(=O)CCCCCCCCC>>[CH2:12]=[C:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH:1]=[O:9]

参加物

反応物 4

HCID 454Octanal2 回

HCID 712Formaldehyde

HCID 2969Decanoic Acid

HCID 8148Dibutylamine

生成物 1

HCID 112057952-Methylene-octanal収率 1,636.4%

反応条件

温度: 95 °C

実験手順

A 2 L four-necked flask equipped with a stirrer, a thermometer and a reflux condenser was charged with 762 g (6.0 mol) of n-octanal, 520 g (6.4 mol) of a 37% by mass formaldehyde aqueous solution, 15 g (0.33 mol) of dibutyl amine and 10 g (0.06 mol) of decanoic acid, and the contents in the flask were stirred while heating at 95° C. After the elapse of 45 min, it was confirmed that no n-octanal was present in the raw mixture, and then the mixture was cooled and separated into two layers. The thus separated organic layer was subjected to distillation treatment, thereby obtaining 790 g (5.4 mol) of a-methylene octanal (purity as measured by gas chromatography: 95%) (yield based on theoretical amount: 90%).