ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

4-Nitrophenol → 7-Benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline

HRID 387691
ノート
印刷プレビュー

反応式

HRID 387691 の反応式
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](Cl)=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[C:20]#[N:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:22]([C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)([O-:24])=[O:23].N1C(C)=CC=CC=1C.O.C(=O)(O)O>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:31][C:28]3[CH:29]=[CH:30][C:25]([N+:22]([O-:24])=[O:23])=[CH:26][CH:27]=3)=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[C:20]#[N:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物反応条件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 9804-NitrophenolHCID 79372,6-LutidineHCID 21993411Carbonic acid--water (1/1)HCID 226465197-Benzyloxy-4-chloro-6-cyanoquinoline

生成物 1

HCID 229365907-Benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline収率 52.6%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

反応条件

温度
156.5 °C

実験手順

To the 7-benzyloxy-4-chloro-6-cyanoquinoline (2.60 g, 8.83 mmol) described in WO98/13350 there were added 4-nitrophenol (2.46 g, 17.7 mmol) and lutidine (2.06 ml, 17.7 mmol), and the mixture was heated and stirred at 155-158° C. for 2 hours. After returning the reaction system to room temperature, it was dissolved in tetrahydrofuran, saturated bicarbonate water was added and stirred therewith for 10 minutes, the mixture was concentrated under reduced pressure, the precipitated solid was filtered out and subjected to silica gel column chromatography (Fuji Silicia NH Type, eluent-hexane:ethyl acetate=50:50→ethyl acetate alone), the fraction containing the target substance was concentrated and the obtained solid was washed with diethyl ether. It was then dried under reduced pressure to obtain the title compound (1.84 g, 4.63 mmol, 52.6%).

後処理

  1. temperaturethe mixture was heated
  2. customto room temperature
  3. stirringstirred
  4. waitfor 10 minutes
  5. concentrationthe mixture was concentrated under reduced pressure
  6. filtrationthe precipitated solid was filtered out
  7. additionethyl acetate=50:50→ethyl acetate alone), the fraction containing the target substance
  8. concentrationwas concentrated
  9. washthe obtained solid was washed with diethyl ether
  10. customIt was then dried under reduced pressure

出典と根拠

ORDレコード
ord-c6a896a0302543df9d2f93bca11e601d
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08372981B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート