Potassium Carbonate → 2-Ethynyl-5-isopropoxypyridine

HRID 76124

Reaktionsgleichung

Reaktionsgleichung von HRID 76124
[CH:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]=O)=[N:9][CH:10]=1)([CH3:3])[CH3:2].[C:13]([O-])([O-])=O.[K+].[K+].[N+](=C(P(=O)(OC)OC)C(=O)C)=[N-]>CO.CCOC(C)=O>[C:11]([C:8]1[CH:7]=[CH:6][C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[CH:10][N:9]=1)#[CH:13]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 797940465-IsopropoxypicolinaldehydeHCID 136023029(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one

Produkt 1

HCID 747887042-Ethynyl-5-isopropoxypyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To 1.00 g (6.05 mmol) 5-isopropoxypicolinaldehyde in 20 mL methanol are added 1.67 g (12.1 mmol) K2CO3 followed by 1.4 g (7.26 mmol) dimethyl 1-diazo-2-oxopropylphosphonate. After stirring at r.t. over the weekend the reaction mixture is diluted with EtOAc and washed consecutively with NaHCO3 solution and water. The organic layer is dried with Na2SO4 and the solvent is removed in vacuo.

Aufarbeitung

  1. washwashed consecutively with NaHCO3 solution and water
  2. dry with materialThe organic layer is dried with Na2SO4
  3. customthe solvent is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a170e6da9b254ca38b9dff72e944b64c
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835472B2

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