Dimethylformamide → 2-[8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yloxy]propionic Acid Methyl Ester

HRID 2266497노트

반응식

HRID 2266497 반응식
[Cl:1][C:2]1[C:11]2[N:10]=[C:9]([CH3:12])[C:8]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)=[C:7]([CH3:21])[C:6]=2[C:5]([OH:22])=[CH:4][CH:3]=1.CN(C)C=O.C(=O)([O-])[O-].[K+].[K+].[CH3:34][O:35][C:36](=[O:40])[CH:37](Br)[CH3:38]>O>[CH3:34][O:35][C:36](=[O:40])[CH:37]([O:22][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[C:11]2[C:6]=1[C:7]([CH3:21])=[C:8]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)[C:9]([CH3:12])=[N:10]2)[CH3:38]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 95576Methyl 2-bromopropionateHCID 1363358958-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-ol

생성물 1

HCID 687793962-[8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yloxy]propionic Acid Methyl Ester

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-ol (0.18 g), N,N-dimethylformamide (2.0 mL), potassium carbonate (0.092 g) and 2-bromopropionic acid methyl ester (0.11 g) was stirred at room temperature for 3 hours. The mixture was diluted with water, extracted with ethyl acetate and the combined extracts washed with water and saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent removed under reduced pressure and the residue purified by column chromatography on silica gel, eluting with a mixture of ethyl acetate and cyclohexane (1:9 to 1:4 by volume) to afford title compound, 0.092 g.

후처리

  1. extractionextracted with ethyl acetate
  2. washthe combined extracts washed with water and saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent removed under reduced pressure
  5. customthe residue purified by column chromatography on silica gel
  6. washeluting with a mixture of ethyl acetate and cyclohexane (1:9 to 1:4 by volume)

출처 및 근거

ORD 기록
ord-14a596e455d94e448e3005bec90beedf
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858640B2

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