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Lithium Hydroxide → [3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-yloxy]acetic Acid

HRID 2266429
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2266429
C[O:2][C:3](=[O:27])[CH2:4][O:5][C:6]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]2[C:7]=1[C:8]([CH3:26])=[C:9]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)[C:10]([CH3:17])=[N:11]2.C(#N)C.[OH-].[Li+]>O1CCCC1>[Cl:25][C:22]1[CH:21]=[CH:20][C:19]([CH2:18][C:9]2[C:10]([CH3:17])=[N:11][C:12]3[C:7]([C:8]=2[CH3:26])=[C:6]([O:5][CH2:4][C:3]([OH:27])=[O:2])[CH:15]=[C:14]([CH3:16])[CH:13]=3)=[CH:24][CH:23]=1
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Komponenten

5

Edukt 3

HCID 3939Lithium HydroxideHCID 6342AcetonitrileHCID 68782119[3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-yloxy]acetic Acid Methyl Ester

Produkt 1

HCID 57742515[3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-yloxy]acetic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of [3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-yloxy]acetic acid methyl ester (0.045 g), acetonitrile (2.0 mL), tetrahydrofuran (1.0 mL) and 4.0 M aqueous lithium hydroxide solution (2.0 mL) was stirred at room temperature for 2 hours. The organic solvents were removed under reduced pressure and the pH of the residue adjusted to 5-6 by the addition of saturated aqueous sodium dihydrogenphosphate solution. The resulting mixture was extracted with chloroform and the combined extracts dried over magnesium sulfate. The solvent was removed under reduced pressure and trituration of the residue with diethyl ether and then methanol gave title compound, 0.025 g.

Aufarbeitung

  1. customThe organic solvents were removed under reduced pressure
  2. additionthe pH of the residue adjusted to 5-6 by the addition of saturated aqueous sodium dihydrogenphosphate solution
  3. extractionThe resulting mixture was extracted with chloroform
  4. dry with materialthe combined extracts dried over magnesium sulfate
  5. customThe solvent was removed under reduced pressure and trituration of the residue with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-d2dc3ac01084447e88f3ff4d3aa5ff55
Quelldatensatz
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07858640B2

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