exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-propionic acid → 1,5-Di-(3,3-dimethylnorborn-2-yl)-3-pentanone

HRID 2071885Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2071885
[CH3:1][C:2]1([CH3:14])[CH:7]2[CH2:8][CH:4]([CH2:5][CH2:6]2)[CH:3]1[CH2:9][CH2:10][C:11](O)=[O:12]>[Fe]>[CH3:1][C:2]1([CH3:14])[CH:7]2[CH2:8][CH:4]([CH2:5][CH2:6]2)[CH:3]1[CH2:9][CH2:10][C:11](=[O:12])[CH2:10][CH2:9][CH:3]1[C:2]([CH3:14])([CH3:1])[CH:7]2[CH2:8][CH:4]1[CH2:5][CH2:6]2

Komponenten

3

Edukt 1

HCID 6455393exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-propionic acid

Produkt 1

HCID 213328461,5-Di-(3,3-dimethylnorborn-2-yl)-3-pentanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23925IronKatalysator

Reaktionsbedingungen

Temperatur
290 °C

Versuchsvorschrift

3-(3,3-Dimethylnorborn-2-yl)propionic acid (392 g., 2.0 moles) and iron (hydrogen reduced, 61.5 g., 1.1 moles) is heated for 1.5 hours at 195° C. under a nitrogen atmosphere. After that time, the temperature is increased to 290° C. and maintained at that temperature for 3 hours. The cooled reaction mass was extracted well with ether, filtered through Celite, and the ethereal extracts concentrated under vacuum. The residual oil is distilled under vacuum to leave the product as a liquid, b.p. 172° C.-173° C./0.05-0.1 mm.

Aufarbeitung

  1. temperaturemaintained at that temperature for 3 hours
  2. customThe cooled reaction mass
  3. extractionwas extracted well with ether
  4. filtrationfiltered through Celite
  5. concentrationthe ethereal extracts concentrated under vacuum
  6. distillationThe residual oil is distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-56d6ed02b2d64188964346ce3ed3b1d1
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04049559

Notizen zur Reaktion

Wird geladen…