Potassium Carbonate → n-Propyl 2-[2-fluoro-4-(6-fluoroquinoxalin-2-yloxy)-phenoxy]propionate

HRID 542095노트

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HRID 542095 반응식
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([F:12])[CH:8]=2)[N:3]=1.[F:13][C:14]1[CH:28]=[C:27]([OH:29])[CH:26]=[CH:25][C:15]=1[O:16][CH:17]([CH3:24])[C:18]([O:20][CH2:21][CH2:22][CH3:23])=[O:19].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:13][C:14]1[CH:28]=[C:27]([O:29][C:2]2[CH:11]=[N:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([F:12])[CH:8]=3)[N:3]=2)[CH:26]=[CH:25][C:15]=1[O:16][CH:17]([CH3:24])[C:18]([O:20][CH2:21][CH2:22][CH3:23])=[O:19]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 126864072-Chloro-6-fluoroquinoxalineHCID 13578010n-Propyl 2-(2-fluoro-4-hydroxyphenoxy)propionate

생성물 1

HCID 13578020n-Propyl 2-[2-fluoro-4-(6-fluoroquinoxalin-2-yloxy)-phenoxy]propionate수율 41.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

A mixture of 2-chloro-6-fluoroquinoxaline (1.0 g; 5.48 mmole), n-propyl 2-(2-fluoro-4-hydroxyphenoxy)propionate (1.33 g; 5.49 mmole), anhydrous potassium carbonate (0.8 g) and anhydrous dimethylformamide (40 ml) was stirred and heated at a temperature of 120° C. for a period of 3.5 hours. The solvent was evaporated from the reaction mixture under vacuum, the residue was treated with water and the mixture was extracted with diethyl ether. The etherial extract was washed with water, dried over anhydrous magnesium sulfate, filtered, and the solvent was evaporated under vacuum to give a brown oil. The product was purified by preparative thin layer chromatography over silica gel (eluant chloroform/ethanol, 95:5) to give the title compound (0.89 g; 41.8%) as a solid; mp 49°-51° C.

후처리

  1. customThe solvent was evaporated from the reaction mixture under vacuum
  2. additionthe residue was treated with water
  3. extractionthe mixture was extracted with diethyl ether
  4. extractionThe etherial extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent was evaporated under vacuum
  9. customto give a brown oil
  10. customThe product was purified by preparative thin layer chromatography over silica gel (eluant chloroform/ethanol, 95:5)

출처 및 근거

ORD 기록
ord-583ed7631ba9488e8299d57c4e18cbd2
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04655819

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