Water → (1,1-Dimethylpropyl)cyclopentadiene

HRID 495736Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 495736
[CH3:1][C:2]([CH2:8][CH3:9])=[C:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1.[CH3:10][Li].O>CCOCC>[CH3:1][C:2]([C:3]1[CH2:7][CH:6]=[CH:5][CH:4]=1)([CH3:10])[CH2:8][CH3:9]

Komponenten

5

Edukt 3

HCID 962WaterHCID 5707046-Methyl-6-ethylfulveneHCID 178418348HCID 178418348, Verbindung

Produkt 1

HCID 12779334(1,1-Dimethylpropyl)cyclopentadieneAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

To a solution of 8.00 g (66.6 mmol) of 6-methyl-6-ethylfulvene in 40 ml of ether, 66.0 ml (75.2 mmol) of an ether solution of methyllithium was dropwise added in an nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. Then, 30 ml of water was added. The separated organic phase was washed with water and a saturated saline solution, then dried over 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 (165° C./270 mmHg) to obtain 8.40 g (61.66 mmol) of a light yellow liquid (yield: 93%). The analyzed values are given below.

Aufarbeitung

  1. washThe separated organic phase was washed with water
  2. dry with materiala saturated saline solution, then dried over magnesium sulfate
  3. filtrationfiltered
  4. customFrom the filtrate, the solvent was removed under reduced pressure
  5. customto obtain a liquid
  6. distillationThe liquid was subjected to vacuum distillation (165° C./270 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-a1b4c61b9e79445288776f5aac59f418
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06939928B1

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