Cyclopentadiene → 5-(Pentan-2-ylidene)cyclopenta-1,3-diene

HRID 495748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 495748
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[CH2:6]([C:9]([CH3:11])=O)[CH2:7][CH3:8].N1CCCC1>CO.CCOCC.O>[CH3:8][C:7]([CH2:6][CH2:9][CH3:11])=[C:2]1[CH:1]=[CH:5][CH:4]=[CH:3]1

Komponenten

7

Edukt 3

HCID 7612CyclopentadieneHCID 78952-PentanoneHCID 31268Pyrrolidine

Produkt 1

HCID 129395315-(Pentan-2-ylidene)cyclopenta-1,3-dieneAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 10.00 g (151.3 mmol) of cyclo pentadiene in 40 ml of methanol, 18.6 ml (174.2 mmol) of methyl propyl ketone and 4.5 ml (54.7 mmol) of pyrrolidine were added with ice cooling, followed by stirring at room temperature for one night. After the reaction solution was diluted with 100 ml of ether, 50 ml of water was added. The organic phase was separated, washed with water and a saturated saline solution, then dried over anhydrous magnesium sulfate and filtered. From the filtrate, the solvent was removed under reduced pressure to obtain a liquid. The liquid was subjected to vacuum distillation (70° C./1 mmHg) to obtain 12.30 g (91.64 mmol) of a yellow liquid (yield: 61%). The analyzed values are given below.

Aufarbeitung

  1. additionwas added
  2. customThe organic phase was separated
  3. washwashed with water
  4. dry with materiala saturated saline solution, then dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customFrom the filtrate, the solvent was removed under reduced pressure
  7. customto obtain a liquid
  8. distillationThe liquid was subjected to vacuum distillation (70° C./1 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-8b87efa02d214fadb553874996037d50
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06939928B1

Notizen zur Reaktion

Wird geladen…