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

HRID 2266428ノート

反応式

HRID 2266428 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-7cac65fd354b407ba80a38a300d5b050
出典データセット
uspto-grants-2010_12
特許番号
US07858640B2

反応ノート

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