Ethanol → HCID 19068781, Verbindung

HRID 1957263Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1957263
[O-:1][CH2:2][CH3:3].[Na+].[Cl:5][C:6]1[C:7]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([CH:23]=O)[CH:17]=2)=[N:8][CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1.[CH2:25]([OH:27])[CH3:26]>C1(C)C=CC=CC=1>[Cl:5][C:6]1[C:7]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18](/[CH:23]=[CH:3]/[C:2]([O:27][CH2:25][CH3:26])=[O:1])[CH:17]=2)=[N:8][CH:9]=[C:10]([C:12]([F:14])([F:15])[F:13])[CH:11]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 2723922Sodium ethoxideHCID 186929322-Chloro-5-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]benzaldehyde

Produkt 1

HCID 19068781HCID 19068781, VerbindungAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A solution of 1.35 g of sodium ethoxide in 20 ml of anhydrous ethanol was added dropwise to 4.0 g of 3-chloro-2-(4-chloro-3-formylphenyl)-5-trifluoromethylpyridine and 2.9 g of triethyl phosphonatoacetate in 70 ml of anhydrous toluene. After stirring at about 20° C. for 44 hours, the solvent was removed. The residue was taken up in 100 ml of 10% strength hydrochloric acid and extracted three times with 100 ml of ethyl acetate each time. The combined organic phases were washed with 100 concentrated. Chromatography on silica gel with cyclohexane/ethyl acetate (10:1) resulted in 3.4 g (71%) of colorless crystals; melting point: 118°-120° C.

Aufarbeitung

  1. customthe solvent was removed
  2. extractionextracted three times with 100 ml of ethyl acetate each time
  3. washThe combined organic phases were washed with 100
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-42a589cf91c6425baafb00b43ab60e9b
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05783522

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