Water → 6-Camphenol

HRID 1980459Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1980459
[CH3:1][C:2]1([CH3:12])[C:7]([CH3:9])(O)[CH:6]2[CH2:10][CH:3]1[CH2:4][CH:5]2[OH:11].S(Cl)(Cl)=O.O>N1C=CC=CC=1>[CH3:1][C:2]1([CH3:12])[C:7](=[CH2:9])[C@H:6]2[C@H:5]([OH:11])[CH2:4][C@@H:3]1[CH2:10]2

Komponenten

5

Edukt 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 13493472HCID 13493472, Verbindung

Produkt 1

HCID 1805376-CamphenolAusbeute 6,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

In 5.0 ml of pyridine was dissolved 1.7 g of 2,2,3-trimethylbicyclo[2.2.1]heptan-3,5-diol and, then, 1.2 g of thionyl chloride was added dropwise to the solution at a temperature of -5° C. to 0° C. The mixture was stirred for 2 hours, after which it was poured into water and extracted with n-hexane. The extract was washed with dilute hydrochloric acid and an aqueous solution of sodium hydrogen carbonate in that order, dried over anhydrous magnesium sulfate, and distilled to remove the hexane. The residue was subjected to silica gel column chromatography to give 0.10 g of nojigiku alcohol. The physical properties of this product were in agreement with those of the nojigiku alcohol obtained in Example 1.

Aufarbeitung

  1. extractionextracted with n-hexane
  2. washThe extract was washed with dilute hydrochloric acid
  3. dry with materialan aqueous solution of sodium hydrogen carbonate in that order, dried over anhydrous magnesium sulfate
  4. distillationdistilled
  5. customto remove the hexane

Quellen und Nachweise

ORD-Eintrag
ord-abc7af828dec49a28d8e545b199944fa
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04510025

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