脂肪族ジアミンの合成に関する研究(第6報)

3-(2-フリール)アクロレインの合成

抄録

A synthesis of 1, 9-nonamethylenediamine was attempted by use of furfural andacetaldehyde, and this report deals with the condition of synthesis of 3-(2-furfuryl) acrolein in the following synthetic scheme. Furfural+ acetaldehyde→3-(2-furyl) acrolein→3-(2-tetrahydrofuryl) propanol-1→1, 7-dichloropentene-3→1, 7-dicyanopentene-3→ 1, 9-nonamethylenediamine. The concentration of alkali, amount of water and the effect of temperature in the preparation of 3-(2-furyl)acrolein was investigated to seek the optimal condition under which the yield amounted to 91%. The heat of exothermic reaction was found to be 12.8 Kcal/mol. According to the reaction traced by bromine addition method, it was found that the velocity of formation of 3-(2-furyl) acrolein was proportional to the product of the concentration of alkali, of furfural and of acetaldehyde, and that its activation energy was 21.9 kcal/mol.