2,3-Dimethyl-1,3-butadiene → Dimethyl 4,5-dimethyl-1,4-cyclohexadiene-1,2-dicarboxylate

HRID 1080924

Reaktionsgleichung

Reaktionsgleichung von HRID 1080924
[CH3:1][C:2]([C:4]([CH3:6])=[CH2:5])=[CH2:3].[C:7]([C:13]([O:15][CH3:16])=[O:14])#[C:8][C:9]([O:11][CH3:12])=[O:10]>O>[CH3:3][C:2]1[CH2:1][C:7]([C:13]([O:15][CH3:16])=[O:14])=[C:8]([C:9]([O:11][CH3:12])=[O:10])[CH2:5][C:4]=1[CH3:6]

Komponenten

4

Edukt 2

HCID 105662,3-Dimethyl-1,3-butadieneHCID 12980Dimethyl acetylenedicarboxylate

Produkt 1

HCID 600973Dimethyl 4,5-dimethyl-1,4-cyclohexadiene-1,2-dicarboxylateAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

2,3-dimethylbutadiene (9.84 g, 0.12 mol) and dimethyl acetylenedicarboxylate (14.2 g, 0.1 mol) were stirred together in water (50 ml) at 60° C. for 24 hours. The emulsion was cooled to room temperature and filtered. The filtered solid was recrystallised from diethyl ether to give the title compound in 78% yield. N.m.r: δH (90 MHz, CDCl3) 3.70 (s,6H), 1.71 ppm (s,6H)

Aufarbeitung

  1. filtrationfiltered
  2. customThe filtered solid was recrystallised from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-7ca6ef5d0fc14814b52270aedfa3942e
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05583261

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