Acetone → Ethyl 4,6-diisopropoxy-2-(trifluoromethyl)-3-pyridinecarboxylate

HRID 1251951Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1251951
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([C:9]([F:12])([F:11])[F:10])[C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+].I[CH:25]([CH3:27])[CH3:26].[CH3:28][C:29]([CH3:31])=O>>[CH:25]([O:1][C:2]1[CH:7]=[C:6]([O:8][CH:29]([CH3:31])[CH3:28])[N:5]=[C:4]([C:9]([F:12])([F:10])[F:11])[C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14])([CH3:27])[CH3:26]

Komponenten

5

Edukt 4

HCID 180AcetoneHCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 178470040HCID 178470040, Verbindung

Produkt 1

HCID 13726788Ethyl 4,6-diisopropoxy-2-(trifluoromethyl)-3-pyridinecarboxylateAusbeute 98 %

Versuchsvorschrift

A mixture of 37.3 g of product of Example 1, 41 g of potassium carbonate, 99 g of 2-iodopropane and 300 ml of acetone was held at reflux for 21 hours. The reaction mixture was filtered. The acetone filtrate was concentrated. The residue was taken into ether and the ether solution was washed with 10% sodium hydroxide, dried, and concentrated. The residue was kugelrohr distilled to give 48.8 g (98%) of product, nD25 1.4491.

Aufarbeitung

  1. temperatureat reflux for 21 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationThe acetone filtrate was concentrated
  4. washthe ether solution was washed with 10% sodium hydroxide
  5. customdried
  6. concentrationconcentrated
  7. distillationThe residue was kugelrohr distilled

Quellen und Nachweise

ORD-Eintrag
ord-da863c1feb624a07a9c7094d305ea8db
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04741766

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