Methyl 3-isopropoxy-5-(3-pyridin-3-ylpropoxy)benzoate → 3-Isopropoxy-5-(3-pyridin-3-ylpropoxy)benzoic acid

HRID 1644584

Reaktionsgleichung

Reaktionsgleichung von HRID 1644584
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([O:15][CH2:16][CH2:17][CH2:18][C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[CH:14]=1)[C:8]([O:10]C)=[O:9])([CH3:3])[CH3:2]>C1COCC1.CO.[OH-].[Na+]>[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([O:15][CH2:16][CH2:17][CH2:18][C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[CH:14]=1)[C:8]([OH:10])=[O:9])([CH3:3])[CH3:2]

Komponenten

5

Edukt 1

HCID 66775698Methyl 3-isopropoxy-5-(3-pyridin-3-ylpropoxy)benzoate

Produkt 1

HCID 592430633-Isopropoxy-5-(3-pyridin-3-ylpropoxy)benzoic acidAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Methyl 3-isopropoxy-5-(3-pyridin-3-ylpropoxy)benzoate (2.70 g) was dissolved in a mixed solvent of THF (30 ml) and methanol (30 ml), and 1N aqueous sodium hydroxide solution (25 ml) was added to the mixed solution. The mixture was stirred overnight at room temperature and concentrated under reduced pressure to dryness. 1N Aqueous hydrochloric acid solution (25 ml) was added thereto, and the precipitated crystals were collected by filtration and washed with water to give 3-isopropoxy-5-(3-pyridin-3-ylpropoxy)benzoic acid (1.55 g, 60%) as colorless crystals.

Aufarbeitung

  1. additionwas added to the mixed solution
  2. concentrationconcentrated under reduced pressure to dryness
  3. addition1N Aqueous hydrochloric acid solution (25 ml) was added
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-41d24c51cc214bbd9ccdddf2cfe23458
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08124617B2

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