Water → 3-Methyl-5-{[methyl(pentyl)amino]methyl}benzoic Acid

HRID 14137

Reaktionsgleichung

Reaktionsgleichung von HRID 14137
[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH2:12][N:13]([CH3:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:11]=1)[C:5]([O:7]C)=[O:6].O.[OH-].[Li+]>CO.O1CCCC1>[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH2:12][N:13]([CH3:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:11]=1)[C:5]([OH:7])=[O:6]

Komponenten

6

Edukt 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 21086189Methyl 3-methyl-5-{[methyl(pentyl)amino]methyl}benzoate

Produkt 1

HCID 210858383-Methyl-5-{[methyl(pentyl)amino]methyl}benzoic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of methyl 3-methyl-5-{[methyl(pentyl)amino]methyl}benzoate (120 mg, 0.46 mmol) in methanol (2 mL), tetrahydrofuran (1 mL), and water (1 mL) is added lithium hydroxide (191 mg, 4.6 mmol), and the reaction mixture stirred at room temperature for 2 h. The reaction mixture is concentrated under reduced pressure, dissolved in methylene chloride, filtered, and the filtrate concentrated under reduced pressure to provide the title compound. ESI MS m/z 250 [M+H]+.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. dissolutiondissolved in methylene chloride
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2ae0cf8075094dd783a9be2a344e0efc
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727997B2

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