Malononitrile → [4-(2-Azidoethoxy)benzylidene]malononitrile

HRID 2362818ノート

反応式

HRID 2362818 の反応式
N1CCCCC1.[N:7]([CH2:10][CH2:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1)=[N+:8]=[N-:9].[CH2:21]([C:24]#[N:25])[C:22]#[N:23]>C(O)C>[N:7]([CH2:10][CH2:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[C:21]([C:24]#[N:25])[C:22]#[N:23])=[CH:15][CH:14]=1)=[N+:8]=[N-:9]

参加物

5

反応物 3

HCID 8010MalononitrileHCID 8082PiperidineHCID 179225524-(2-Azidoethoxy)benzaldehyde

生成物 1

HCID 86624335[4-(2-Azidoethoxy)benzylidene]malononitrile

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

47 μl (0.47 mmol) of piperidine are added dropwise to a solution of 3.02 g (15.79 mmol) of the compound from Example 36A and 1.09 g (16.42 mmol) of malonodinitrile in 100 ml of ethanol, and the reaction mixture is stirred at +78° C. for 3.5 h. During this time, the colour of the solution changes to orange-red. After cooling to RT, the solution is allowed to stand without stirring for 20 h. A colourless precipitate is formed. Using a rotary evaporator, the crude suspension is concentrated to half of its original volume, and the crystallization is completed with cooling in an ice bath. The resulting precipitate is filtered off with suction and washed twice with in each case 20 ml of ethanol and twice with in each case 20 ml of methyl tert-butyl ether.

後処理

  1. stirringwithout stirring for 20 h
  2. customA colourless precipitate is formed
  3. customa rotary evaporator
  4. concentrationthe crude suspension is concentrated to half of its original volume
  5. customthe crystallization
  6. temperaturewith cooling in an ice bath
  7. filtrationThe resulting precipitate is filtered off with suction
  8. washwashed twice with in each case 20 ml of ethanol and twice with in each case 20 ml of methyl tert-butyl ether

出典と根拠

ORDレコード
ord-b94ffd6381404fde9236d265cd0fd221
出典データセット
uspto-grants-2014_04
特許番号
US08691850B2

反応ノート

読み込み中…