Ethyl 5,6-diphenylpyridine-2-carboxylate → Methyl 5,6-diphenylpyridine-2-carboxylate

HRID 12525

Reaktionsgleichung

Reaktionsgleichung von HRID 12525
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:19]([O:21][CH2:22]C)=[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>OS(O)(=O)=O.CO.O>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:19]([O:21][CH3:22])=[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 1

HCID 14789610Ethyl 5,6-diphenylpyridine-2-carboxylate2×

Produkt 1

HCID 13487992Methyl 5,6-diphenylpyridine-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 1118Sulfuric AcidKatalysatorHCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

General Procedure E. A solution of ethyl 5,6-diphenylpyridine-2-carboxylate (Compound 21, 30 mg, 0.1 mmol) and conc. H2SO4 (3 drops) in MeOH (5 ml) was heated at 50° C. overnight. The mixture was diluted with water, and the products were extracted with ethyl acetate. 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 column chromatography (20% ethyl acetate in hexane) to obtain the title compound as a yellow solid.

Aufarbeitung

  1. extractionthe products were extracted with ethyl acetate
  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 column chromatography (20% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-c8ed5a439c8346ba9a574f8b0447231e
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728014B2

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