Methyl Ethyl Ketone → N,N'-di-sec-butylidene-4,4'-methylenebis(2,6-diethylbenzeneamine)

HRID 500031

反応式

HRID 500031 の反応式
[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

3

反応物 2

HCID 6569Methyl Ethyl KetoneHCID 836564,4'-Methylenebis[2,6-diethylaniline]2 回

生成物 1

HCID 86608152N,N'-di-sec-butylidene-4,4'-methylenebis(2,6-diethylbenzeneamine)収率 94.7%

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

  1. customA two-liter three neck round bottom flask was equipped with a magnetic stirrer
  2. customa heating mantle, a thermocouple, a glass stopper and a Dean Stark trap fitted with a condenser
  3. temperatureThe mixture was heated
  4. temperatureto reflux
  5. customwater was removed as an azeotrope in the Dean Stark trap

出典と根拠

ORDレコード
ord-4c11697783194dfba95f3cb4cd0298ef
出典データセット
uspto-grants-2010_08
特許番号
US07767858B2

関連ノート

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