Methyl Ethyl Ketone → N,N'-di-sec-butylidene-4,4'-methylenebis(2,6-diethylbenzeneamine)
反応式
[CH2:1]([C:13]1[CH:18]=[C:17]([CH2:19][CH3:20])[C:16]([NH2:21])=[C:15]([CH2:22][CH3:23])[CH:14]=1)[C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[C:5]([NH2:10])=[C:4]([CH2:11][CH3:12])[CH:3]=1.[CH2:24]([C:26]([CH3:28])=O)[CH3:25]>>[C:24](=[N:21][C:16]1[C:17]([CH2:19][CH3:20])=[CH:18][C:13]([CH2:1][C:2]2[CH:7]=[C:6]([CH2:8][CH3:9])[C:5]([N:10]=[C:1]([CH2:2][CH3:3])[CH3:13])=[C:4]([CH2:11][CH3:12])[CH:3]=2)=[CH:14][C:15]=1[CH2:22][CH3:23])([CH2:26][CH3:28])[CH3:25]参加物
反応条件
- 温度
- 40 °C
実験手順
A two-liter three neck round bottom flask was equipped with a magnetic stirrer, a heating mantle, a thermocouple, a glass stopper and a Dean Stark trap fitted with a condenser. 4,4′-Methylenebis(2,6-diethylbenzeneamine) (310.5 g, 1.00 mol) and methyl ethyl ketone (450 mL, 350 g, 4.85 mol) were added to the flask. This mixture was stirred at 40° C. to dissolve the 4,4′-methylenebis(2,6-diethylbenzeneamine). Hexanes (300 mL) and Amberlyst-15 (15.54 g) were added to the flask. The mixture was heated to reflux, and water was removed as an azeotrope in the Dean Stark trap. Samples were periodically taken and analyzed by gas chromatography (GC). N,N′-di-sec-butylidene-4,4′-methylenebis(2,6-diethylbenzeneamine) was formed in 94.7% yield. GC results are summarized in Table 1; units for the diamine, monoimine, and diimine are GC area percent.
後処理
- customA two-liter three neck round bottom flask was equipped with a magnetic stirrer
- customa heating mantle, a thermocouple, a glass stopper and a Dean Stark trap fitted with a condenser
- temperatureThe mixture was heated
- temperatureto reflux
- customwater was removed as an azeotrope in the Dean Stark trap
出典と根拠
- ORDレコード
- ord-05120c3896294b8597fb27c6513502e3
- 出典データセット
- uspto-grants-2012_07
- 特許番号
- US08212078B2
反応ノート
読み込み中…