Hydrochloric Acid → HCID 19787467, Verbindung

HRID 1657281Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1657281
[CH:1]1([C:4]2([CH:10]3[CH2:12][CH2:11]3)[CH2:8][C:7](=[O:9])[CH:6]=[CH:5]2)[CH2:3][CH2:2]1.[H-].C([Al+]CC(C)C)C(C)C.C(OCC)(=O)C.Cl>C(OCC)C>[CH:10]1([C:4]2([CH:1]3[CH2:3][CH2:2]3)[CH2:8][CH:7]([OH:9])[CH:6]=[CH:5]2)[CH2:12][CH2:11]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 19787485HCID 19787485, VerbindungHCID 21225700Diisobutylaluminumhydride

Produkt 1

HCID 19787467HCID 19787467, VerbindungAusbeute 27,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 4,4-dicyclopropyl-2-cyclopenten-1-one (1.88 g) in diethyl ether (20 ml) was added diisobutylaluminum hydride (0.94N in n-hexane, 14 ml) at -70° C. to -64° C. under nitrogen atmosphere. After being stirred for 20 minutes, ethyl acetate (6 ml) was added thereto and the solution was acidified with dil. hydrochloric acid and extracted with diethyl ether. The extract was washed with brine, dried over sodium sulfate and evaporated in vacuo to give 4,4-dicyclopropyl-2-cyclopenten-1-ol (0.53 g). Since this compound was not so stable, it was used in the next reaction without purification.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe extract was washed with brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e1ae218244c045ee82e99ad4c8f992d5
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05256824

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