Water → HCID 178418381, Verbindung

HRID 1737934

Reaktionsgleichung

Reaktionsgleichung von HRID 1737934
[C:1]([O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17]Cl)=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:25]([NH:27][CH2:28][CH3:29])[CH3:26].O>CN(C)C=O>[C:1]([O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][N:27]([CH2:28][CH3:29])[CH2:25][CH3:26])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8021DiethylamineHCID 11430Potassium CarbonateHCID 178418412HCID 178418412, Verbindung

Produkt 1

HCID 178418381HCID 178418381, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A solution of 1 g (3.75 mmol) of trans-O-acetyl-4-(4-chloromethylphenyl)-cyclohexanol in 10 ml of dimethylformamide is mixed with 0.52 g (3.75 mmol) of potassium carbonate and 0.27 g (3.75 mmol) of diethylamine. This mixture is heated to 50° C. for 6 hours with stirring, then water is added and the mixture is extracted with methylene chloride. The organic phase is dried, evaporated down in vacuo and the residue remaining is purified by column chromatography (aluminium oxide basic, activity stage III, ICN; petroleum ether/ethyl acetate=15:1). Colourless oil. Yield: 0.79 g (69% of theory)

Aufarbeitung

  1. extractionthe mixture is extracted with methylene chloride
  2. customThe organic phase is dried
  3. customevaporated down in vacuo
  4. customthe residue remaining is purified by column chromatography (aluminium oxide basic, activity stage III, ICN; petroleum ether/ethyl acetate=15:1)

Quellen und Nachweise

ORD-Eintrag
ord-f5d03a55081842869fcad0b1d06ce12d
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05962507

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