Formaldehyde → 3,7-Dimethyl-2-methylene-7-hydroxyoctanal

반응식

[CH3:1][CH:2]([CH2:10][CH:11]=[O:12])[CH2:3][CH2:4][CH2:5][C:6]([OH:9])([CH3:8])[CH3:7].C=O.[CH2:15](NCCCC)CCC.C(O)(=O)CCCCC>>[CH3:1][CH:2]([CH2:3][CH2:4][CH2:5][C:6]([CH3:8])([OH:9])[CH3:7])[C:10](=[CH2:15])[CH:11]=[O:12]

참가 물질

반응물 4

HCID 712Formaldehyde

HCID 7888Hydroxycitronellal2회

HCID 8148Dibutylamine

HCID 8892Hexanoic Acid

생성물 1

HCID 866322753,7-Dimethyl-2-methylene-7-hydroxyoctanal수율 1,341.5%

반응 조건

온도: 95 °C

실험 절차

A 3 L four-necked flask equipped with a stirrer, a thermometer and a reflux condenser was charged with 1032 g (6.0 mol) of hydroxycitronellal, 520 g (6.4 mol) of a 37% by mass formaldehyde aqueous solution, 53 g (0.41 mol) of dibutyl amine and 10 g (0.09 mol) of hexanoic acid, and the contents in the flask were stirred while heating at 95° C. After the elapse of 40 min, it was confirmed that no hydroxycitronellal 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 1058 g (5.5 mol) of 3,7-dimethyl-2-methylene-7-hydroxyoctanal (purity as measured by gas chromatography: 95%) (yield based on theoretical amount: 92%).