Water → 3-{[(2-Methoxyethyl)(methyl)amino]methyl}-5-methylbenzoic Acid

HRID 348918

Reaktionsgleichung

Reaktionsgleichung von HRID 348918
[CH3:1][O:2][CH2:3][CH2:4][N:5]([CH2:7][C:8]1[CH:9]=[C:10]([CH:15]=[C:16]([CH3:18])[CH:17]=1)[C:11]([O:13]C)=[O:12])[CH3:6].O.[OH-].[Li+]>CO.O1CCCC1>[CH3:1][O:2][CH2:3][CH2:4][N:5]([CH2:7][C:8]1[CH:9]=[C:10]([CH:15]=[C:16]([CH3:18])[CH:17]=1)[C:11]([OH:13])=[O:12])[CH3:6]

Komponenten

6

Edukt 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 21086148Methyl 3-{[(2-methoxyethyl)(methyl)amino]methyl}-5-methylbenzoate

Produkt 1

HCID 210856713-{[(2-Methoxyethyl)(methyl)amino]methyl}-5-methylbenzoic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of methyl 3-{[(2-methoxyethyl)(methyl)amino]methyl}-5-methylbenzoate (180 mg, 0.72 mmol) in methanol (2 mL), tetrahydrofuran (1 mL), and water (1 mL) is added lithium hydroxide (302 mg, 7.2 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 238 [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-28737269f39c4988859041fb350161a7
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176242B2

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