Methanol → Cyclohexylfulvene

HRID 1251529Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1251529
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[C:6]1(=O)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.CO.N1CCC[CH2:16]1>O.C(O)(=O)C>[CH:6]1([C:2]2[C:1](=[CH2:16])[CH:5]=[CH:4][CH:3]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Komponenten

7

Edukt 4

HCID 887MethanolHCID 7612CyclopentadieneHCID 7967CyclohexanoneHCID 31268Pyrrolidine

Produkt 1

HCID 22327799CyclohexylfulveneAusbeute 92,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

8.2 ml (100 mmol) of cyclopentadiene and 4.2 ml (40 mmol) of cyclohexanone were added to 40 ml of dehydrated methanol, and 5.0 ml (60 mmol) of pyrrolidine were then added dropwise at 0° C. Then, reaction was carried out at room temperature for 3 hours. Next, 3.8 ml of acetic acid were slowly added at 0° C., and 20 ml of water were further added, followed by extraction with diethyl ether. The resultant organic phase, after washed with water, was dried over magnesium sulfate, and the used solvent was then distilled off to obtain 5.95 g of a yellow liquid.

Aufarbeitung

  1. additionwere then added dropwise at 0° C
  2. customThen, reaction
  3. extractionfollowed by extraction with diethyl ether
  4. washThe resultant organic phase, after washed with water
  5. dry with materialwas dried over magnesium sulfate
  6. distillationthe used solvent was then distilled off

Quellen und Nachweise

ORD-Eintrag
ord-ac64bae7b4274fdc8052ee9019980cbe
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06342568B1

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