Dimethyl Sulfoxide → HCID 13483105, Verbindung

HRID 2305823Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2305823
C[C:2](C)([O-:4])C.[K+].[N+:7]([CH2:10][CH2:11][CH3:12])([O-])=O.[C:13]([C:15](=[C:20]([CH3:22])[CH3:21])[C:16](OC)=O)#N.CS(C)=[O:25]>>[C:10]([C:11]1([C:12]([O:4][CH3:2])=[O:25])[C:20]([CH3:22])([CH3:21])[C:15]1([CH3:16])[CH3:13])#[N:7]

Komponenten

5

Edukt 4

HCID 679Dimethyl Sulfoxide3×HCID 79031-NitropropaneHCID 248907Methyl 2-cyano-3-methylcrotonateHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 13483105HCID 13483105, Verbindung

Versuchsvorschrift

The title compound was synthesized similarly to J. Org. Chem. 50 (1985), 2807-2809: 5.6 g (50mmol) of potassium tert-butoxide were initially charged in 15 ml of dimethyl sulfoxide, and 4.4 g (50 mmol) of nitropropane dissolved in 190 ml of dimethyl sulfoxide were slowly added dropwise. After addition of 5 g (36 mmol) of methyl 2-cyano-3-methylbut-2-enoate dissolved in 10 ml of dimethyl sulfoxide, the mixture was stirred at room temperature for 40 hours. The reaction was quenched by slow addition of water. The reaction mixture was extracted three times with methyl tert-butyl ether. The organic phases were dried with magnesium sulfate and freed from ether giving the crude product (9 g), which was employed for the next reaction without any further purification.

Aufarbeitung

  1. additionwere slowly added dropwise
  2. customThe reaction was quenched by slow addition of water
  3. extractionThe reaction mixture was extracted three times with methyl tert-butyl ether
  4. dry with materialThe organic phases were dried with magnesium sulfate
  5. customwas employed for the next reaction without any further purification

Quellen und Nachweise

ORD-Eintrag
ord-d596ae9026f747309866659b016b572f
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06441044B1

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