Sodium Acetate → Bicyclo[3.2.1]octan-8-ol, 1,5-dimethyl-, 8-acetate

HRID 1732861Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732861
[CH3:1][C:2]12[CH:9](Br)[C:6]([CH3:11])([CH2:7][CH2:8]1)[CH2:5][CH2:4][CH2:3]2.[C:12]([O-:15])(=[O:14])[CH3:13].[Na+]>C(O)(=O)C.[Cu]Cl>[CH3:1][C:2]12[CH:9]([O:15][C:12](=[O:14])[CH3:13])[C:6]([CH3:11])([CH2:7][CH2:8]1)[CH2:5][CH2:4][CH2:3]2

Komponenten

5

Edukt 2

HCID 517045Sodium AcetateHCID 5323829HCID 5323829, Verbindung

Produkt 1

HCID 173489Bicyclo[3.2.1]octan-8-ol, 1,5-dimethyl-, 8-acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 62652Cuprous chlorideKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

5 g of 1,5-dimethyl-8-bromobicyclo[3,2,1]octane was boiled under reflux for 18 hours in acetic acid in the presence of sodium acetate and copper(I) chloride. The reaction mixture was cooled and filtered, diluted with water and extracted with pentane. The pentane solution was washed with water and an aqueous sodium bicarbonate solution, dired, evaporated and fractionally distilled. 1,5-dimethyl-8-acetoxy-bicyclo[3,2,1]octane was obtained in good yield. 1,5-dimethyl-8-acetoxybicyclo[3,2,1]octane was also obtained in a similar manner starting from the 8-iodo compound described in Example 3.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. additiondiluted with water
  4. extractionextracted with pentane
  5. washThe pentane solution was washed with water
  6. customevaporated
  7. distillationfractionally distilled

Quellen und Nachweise

ORD-Eintrag
ord-0eceffbef72246bdb33234096b68b253
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04239707

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