Potassium Carbonate → [3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-yloxy]acetic Acid Methyl Ester

HRID 2266428노트

반응식

HRID 2266428 반응식
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][C:7]2[C:8]([CH3:20])=[N:9][C:10]3[CH:11]=[C:12]([CH3:19])[CH:13]=[C:14]([OH:18])[C:15]=3[C:16]=2[CH3:17])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:29][O:30][C:31](=[O:34])[CH2:32]Br>CN(C)C=O>[CH3:29][O:30][C:31](=[O:34])[CH2:32][O:18][C:14]1[CH:13]=[C:12]([CH3:19])[CH:11]=[C:10]2[C:15]=1[C:16]([CH3:17])=[C:7]([CH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:22][CH:21]=1)[C:8]([CH3:20])=[N:9]2

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 1363463303-(4-Chlorobenzyl)-2,4,7-trimethylquinolin-5-ol

생성물 1

HCID 68782119[3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-yloxy]acetic Acid Methyl Ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-ol (0.24 g), N,N-dimethylformamide (2.0 mL), potassium carbonate (0.12 g) and bromoacetic acid methyl ester (0.12 mL) was stirred at room temperature for 17 hours. The mixture was filtered and the filtrate concentrated under reduced pressure. The residue was triturated with diethyl ether and further purification by column chromatography on silica gel, eluting with a mixture of methyl tert-butyl ether and dichloromethane (1:4 to 3:7 by volume) gave title compound, 0.078 g.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customThe residue was triturated with diethyl ether and further purification by column chromatography on silica gel
  4. washeluting with a mixture of methyl tert-butyl ether and dichloromethane (1:4 to 3:7 by volume)

출처 및 근거

ORD 기록
ord-7cac65fd354b407ba80a38a300d5b050
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858640B2

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