3-Fluoro-4-nitrophenol → 6-Cyano-4-(3-fluoro-4-nitrophenoxy)-7-(2-methoxyethoxy)quinoline

HRID 1433344ノート

反応式

HRID 1433344 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[C:9]([C:12]#[N:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[F:19][C:20]1[CH:21]=[C:22]([OH:29])[CH:23]=[CH:24][C:25]=1[N+:26]([O-:28])=[O:27]>ClC1C=CC=CC=1>[C:12]([C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH2:15][CH2:16][O:17][CH3:18])[N:5]=[CH:4][CH:3]=[C:2]2[O:29][C:22]1[CH:23]=[CH:24][C:25]([N+:26]([O-:28])=[O:27])=[C:20]([F:19])[CH:21]=1)#[N:13]

参加物

4

反応物 2

HCID 5209483-Fluoro-4-nitrophenolHCID 226465224-Chloro-6-cyano-7-(2-methoxyethoxy)quinoline

生成物 1

HCID 229365736-Cyano-4-(3-fluoro-4-nitrophenoxy)-7-(2-methoxyethoxy)quinoline収率 62.5%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

実験手順

4-Chloro-6-cyano-7-(2-methoxyethoxy)quinoline (1.7 g) and 3-fluoro-4-nitrophenol (2.0 g) were suspended in chlorobenzene (20 ml), and the suspension was heated to reflux for 6 hours. After completion of the reaction, the solvent was distilled off, ethyl acetate was added, and a solid precipitated. The solid was filtered out and washed with ether, washed with 1N sodium hydroxide water and with water, and then dried to obtain 1.55 g of the title compound.

後処理

  1. temperaturethe suspension was heated
  2. temperatureto reflux for 6 hours
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off
  5. additionethyl acetate was added
  6. customa solid precipitated
  7. filtrationThe solid was filtered out
  8. washwashed with ether
  9. washwashed with 1N sodium hydroxide water and with water
  10. customdried

出典と根拠

ORDレコード
ord-a5d23096790d411896c9bf53441d7f88
出典データセット
uspto-grants-2009_11
特許番号
US07612092B2

反応ノート

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