Water → 4-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)pyridine

HRID 395416Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 395416
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:14]=[C:15]([CH:21]=[CH:22][N:23]=2)[C:16](OCC)=[O:17])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[OH:17][CH2:16][C:15]1[CH:21]=[CH:22][N:23]=[C:13]([C:5]2[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:14]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24436Sodium SulfateHCID 16125879Ethyl 2-(3,4,5-trimethoxyphenyl)pyridine-4-carboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 161259364-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Ethyl 2-(3,4,5-trimethoxyphenyl)isonicotinate (24.57 g) was dissolved in dry THF (200 mL), and to the solution lithium aluminum hydride (2.94 g) was added at 0° C. under an argon atmosphere. The mixture was stirred at 0° C. for 1 hour as it is. A small amount of water and then sodium sulfate were added to the reaction mixture, and the reaction mixture was filtered through celite. The filtrate was evaporated, and the reultant crude crystals were recrystalized from ethyl acetate-hexane to give the title compound.

Aufarbeitung

  1. filtrationthe reaction mixture was filtered through celite
  2. customThe filtrate was evaporated
  3. customthe reultant crude crystals were recrystalized from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-64bb0663e2c0480593b178f712623a2f
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06605620B1

Notizen zur Reaktion

Wird geladen…