Hydrochloric Acid → 5,6-Diphenyl-pyridine-2-carboxylic acid

HRID 12565

Reaktionsgleichung

Reaktionsgleichung von HRID 12565
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:19]([O:21]CC)=[O:20])=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].[OH-].Cl>CCO>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:19]([OH:21])=[O:20])=[N:11][C:12]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 14789610Ethyl 5,6-diphenylpyridine-2-carboxylate2×

Produkt 1

HCID 214715265,6-Diphenyl-pyridine-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of ethyl 5,6-diphenylpyridine-2-carboxylate (Compound 21, 40 mg, 0.13 mmol) and LiOH (1N, 1 ml) in EtOH (2 ml) was stirred at room temperature overnight. The mixture was acidified with 10% HCl, then extracted with EtOAc. The organic layer was washed with water, and brine, and dried over Na2SO4. The filtered solvent was concentrated in vacuo, and the residue was purified by silica gel chromatography (20-80% Ethyl acetate in hexane) to give title compound as a solid.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with water, and brine
  3. dry with materialdried over Na2SO4
  4. concentrationThe filtered solvent was concentrated in vacuo
  5. customthe residue was purified by silica gel chromatography (20-80% Ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-43af859442634bd7bb2952e0d4381809
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728014B2

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