Acetone → 3-(1,1-Dimethylpropyl)-6,6-dimethylfulvene

HRID 495737Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 495737
[CH3:1][C:2]([C:6]1[CH2:10][CH:9]=[CH:8][CH:7]=1)([CH3:5])[CH2:3][CH3:4].[CH3:11][C:12]([CH3:14])=O.N1CCCC1>CO.CCOCC.O>[CH3:1][C:2]([C:6]1[CH:10]=[CH:9][C:8](=[C:12]([CH3:14])[CH3:11])[CH:7]=1)([CH3:5])[CH2:3][CH3:4]

Komponenten

7

Edukt 3

HCID 180AcetoneHCID 31268PyrrolidineHCID 12779334(1,1-Dimethylpropyl)cyclopentadiene

Produkt 1

HCID 178181473-(1,1-Dimethylpropyl)-6,6-dimethylfulveneAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 3.00 g (22.0 mmol) of (1,1-dimethylpropyl)cyclopentadiene in 30 ml of methanol, 16.2 ml (220.4 mmol) of acetone and 3.7 ml (44.0 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 (100° C./1 mmHg) to obtain 1.85 g (10.49 mmol) of a yellow liquid (yield: 48%). 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 (100° C./1 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-5eb6c241f9ea4659a6bddf20c5bbf8c6
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06939928B1

Notizen zur Reaktion

Wird geladen…