Formaldehyde → Undecanal, 2-methylene-

반응식

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

참가 물질

반응물 4

HCID 712Formaldehyde

HCID 5281Stearic Acid

HCID 8148Dibutylamine

HCID 8186Undecanal2회

생성물 1

HCID 89705Undecanal, 2-methylene-수율 1,583.3%

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 1043 g (6.0 mol) of n-undecanal, 520 g (6.4 mol) of a 37% by mass formaldehyde aqueous solution, 47 g (0.36 mol) of dibutyl amine and 33 g (0.11 mol) of stearic acid, and the contents in the flask were stirred while heating at 95° C. After the elapse of 30 min. it was confirmed that no n-undecanal 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 1062 g (5.7 mol) of α-methylene undecanal (purity as measured by gas chromatography: 97%) (yield based on theoretical amount: 95%).