Tetracyanoethylene → 4-(Pyrrolidino) tricyanovinylbenzene

HRID 439588

反応式

HRID 439588 の反応式
[C:1]1([N:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([C:14]([C:20]#[N:21])=[C:15](C#N)[C:16]#[N:17])#[N:13]>CN(C)C=O>[N:7]1([C:1]2[CH:6]=[CH:5][C:4]([C:15]([C:16]#[N:17])=[C:14]([C:20]#[N:21])[C:12]#[N:13])=[CH:3][CH:2]=2)[CH2:11][CH2:10][CH2:9][CH2:8]1

参加物

4

反応物 2

HCID 12635TetracyanoethyleneHCID 777261-Phenylpyrrolidine

生成物 1

HCID 545196314-(Pyrrolidino) tricyanovinylbenzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

4-(pyrrolidino) tricyanovinylbenzene was prepared by mixing 1-phenylpyrrolidine (1.0 g, 6.8 mmol) with tetracyanoethylene (0.9 g, 7 mmol) in 10 mL dimethylformamide at 0° C. The reaction mixture was stirred at room temperature for three hours and at 40° C. for another ten hours. The reaction mixture was quenched with 25 mL water and the dark red colored aqueous solution was extracted with 150 mL methylene chloride and washed several times with water (150 mL). The organic layer was then separated, dried over Na2SO4 and evaporated. The crude products were purified through a silica gel column. The column was eluted with a 1:1 ratio solution of methylene chloride and hexane to yield 1.7 g of the pure product 4 (90% yield).

後処理

  1. customThe reaction mixture was quenched with 25 mL water
  2. extractionthe dark red colored aqueous solution was extracted with 150 mL methylene chloride
  3. washwashed several times with water (150 mL)
  4. customThe organic layer was then separated
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customThe crude products were purified through a silica gel column
  8. washThe column was eluted with a 1:1 ratio solution of methylene chloride and hexane

出典と根拠

ORDレコード
ord-40b90836aa7f4cd4a75babfddc104f60
出典データセット
uspto-grants-1996_05
特許番号
US05514799

関連ノート

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