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

HRID 14126

Reaktionsgleichung

Reaktionsgleichung von HRID 14126
[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-2b0f7a65980648e7bbf28ddfdfe6d821
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727997B2

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