Diethyl Ether → (6-Thien-2-ylpyrid-3-yl)methanol

HRID 1004608

Reaktionsgleichung

Reaktionsgleichung von HRID 1004608
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12](O)=[O:13])=[CH:8][N:7]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)C.[OH-].[Na+]>C1COCC1.O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][N:7]=1

Komponenten

7

Edukt 4

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 154111446-(Thiophen-2-Yl)Pyridine-3-Carboxylic AcidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 15411145(6-Thien-2-ylpyrid-3-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-(thien-2-yl)-5-pyridinecarboxylic acid (0.333 g, 1.60 mmol) in THF (5 mL) at 0° C. is added 1.0 M lithium aluminum hydride in diethyl ether (1.60 mL, 1.60 mmol) over 10 minutes. The reaction is allowed to stir at ambient temperature for 3 hours, cooled to 0° C., and water (0.10 mL), 4 N aq. NaOH (0.10 mL), and water (0.30 mL) are added sequentially. The reaction is filtered through a pad of Celite and the filtrate is evaporated in vacuo. The residue is purified by chromatography to afford the title compound.

Aufarbeitung

  1. temperaturecooled to 0° C.
  2. filtrationThe reaction is filtered through a pad of Celite
  3. customthe filtrate is evaporated in vacuo
  4. customThe residue is purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a548706e0a3147e19f36697c38d7dffa
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06051574

Verknüpfte Notizen

Wird geladen…