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Hydracrylonitrile → 2-(7-Chloroquinolin-2-yl)methoxy-11-(2-cyanoethoxy)-6,11-dihydrodibenz[b,e]oxepine

HRID 232880
ノート
印刷プレビュー

反応式

HRID 232880 の反応式
S(Cl)(Cl)=O.[Cl:5][C:6]1[CH:15]=[C:14]2[C:9]([CH:10]=[CH:11][C:12]([CH2:16][O:17][C:18]3[CH:33]=[CH:32][C:21]4[O:22][CH2:23][C:24]5[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=5[CH:26]([OH:27])[C:20]=4[CH:19]=3)=[N:13]2)=[CH:8][CH:7]=1.[CH2:34]([C:37]#[N:38])[CH2:35]O.C(N(CC)CC)C>C(Cl)Cl>[Cl:5][C:6]1[CH:15]=[C:14]2[C:9]([CH:10]=[CH:11][C:12]([CH2:16][O:17][C:18]3[CH:33]=[CH:32][C:21]4[O:22][CH2:23][C:24]5[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=5[CH:26]([O:27][CH2:35][CH2:34][C:37]#[N:38])[C:20]=4[CH:19]=3)=[N:13]2)=[CH:8][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8011HydracrylonitrileHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 233591192-(7-Chloroquinolin-2-yl)methoxy-11-hydroxy-6,11-dihydrodibenz[b,e]oxepine

生成物 1

HCID 233592112-(7-Chloroquinolin-2-yl)methoxy-11-(2-cyanoethoxy)-6,11-dihydrodibenz[b,e]oxepine

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

Under ice cooling and stirring, 0.27 ml of thionyl chloride was added 1.5 g of 2-(7-chloroquinolin-2-yl)methoxy-11-hydroxy-6,11-dihydrodibenz[b,e]oxepine obtained in Reference example 36 suspended in 30 ml of methylene chloride and the mixture was stirred at the same temperature for 40 minutes. After completion of the reaction, the reaction mixture was condensed under reduced pressure, the residue was dissolved in 12 ml of methylene chloride, 0.81 ml of ethylenecyanhydrin and 0.94 ml of triethylamine were added to the solution under ice cooling and stirring and the mixture was stirred at room temperature for 2.5 hours. The reaction mixture was washed with water and the organic layer was dried over anhydrous sodium sulfate. Solid obtained by removing the solvent was washed with a diethyl ether-hexane mixed solution to obtain 1.31 g of the title compound.

後処理

  1. customobtained in Reference example 36
  2. stirringthe mixture was stirred at the same temperature for 40 minutes
  3. customAfter completion of the reaction
  4. customcondensed under reduced pressure
  5. stirringstirring
  6. stirringthe mixture was stirred at room temperature for 2.5 hours
  7. washThe reaction mixture was washed with water
  8. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  9. customSolid obtained
  10. customby removing the solvent
  11. washwas washed with a diethyl ether-hexane mixed solution

出典と根拠

ORDレコード
ord-32633080cc164b10bd5fca74d30a8f21
出典データセット
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05591752

反応ノート

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