Toluene → 2-Cyclopenten-1-one, 3-methyl-2-(3-methyl-2-butenyl)-

HRID 1393707

Reaktionsgleichung

Reaktionsgleichung von HRID 1393707
[CH3:1][C:2]1[CH2:6][CH2:5][C:4](=[O:7])[CH:3]=1.[CH2:8](Cl)[CH:9]=[C:10]([CH3:12])[CH3:11].C1(C)C=CC=CC=1.[OH-].[Na+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].C(O)(=O)C.O>[CH3:1][C:2]1[CH2:6][CH2:5][C:4](=[O:7])[C:3]=1[CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11]

Komponenten

8

Edukt 4

HCID 1140TolueneHCID 104291-Chloro-3-methyl-2-buteneHCID 14798Sodium HydroxideHCID 176913-Methyl-2-cyclopenten-1-one

Produkt 1

HCID 147584872-Cyclopenten-1-one, 3-methyl-2-(3-methyl-2-butenyl)-Ausbeute 49,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 21218Trioctylmethylammonium chlorideKatalysatorHCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 3-methyl-2-cyclopentenone 24.5 g (0.25 mole) and prenyl chloride 54 g (0.51 mole) was fed into a reaction flask containing 30 ml of toluene, sodium hydroxide 21.3 g, water 21.3 g and Aliquat 336 1 g maintaining 100° C. The reaction mass was aged for 4 hours, cooled to 25° C. and neutralized with acetic acid. The organic layer was removed and distilled to give 20.5 g of 3-methyl-2-(3-methyl-2-butenyl)-2-cyclopenten-1-one.

Aufarbeitung

  1. customwas fed into a reaction flask
  2. customThe organic layer was removed
  3. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-d8d0ea40733d4f2db6ee2f64a1dcd226
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07345204B2

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