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

HRID 387695

반응식

HRID 387695 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e45c9bc7abb24bbd8e51f63f71fd3892
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372981B2

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