Sodium Chloride → 7-ethyl-2-methyl-1H-indole

HRID 890236Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 890236
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N+:9]([O-])=O)[CH3:2].[C:12]([Mg]Br)([CH3:14])=[CH2:13].[Na+].[Cl-]>C1COCC1>[CH3:14][C:12]1[NH:9][C:4]2[C:5]([CH:13]=1)=[CH:6][CH:7]=[CH:8][C:3]=2[CH2:1][CH3:2]

Komponenten

5

Edukt 3

HCID 5234Sodium ChlorideHCID 691561-Ethyl-2-nitrobenzeneHCID 178456138HCID 178456138, Verbindung

Produkt 1

HCID 222505877-ethyl-2-methyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
-20 °C

Versuchsvorschrift

A solution of 36.5 g of 2-ethylnitrobenzene in 250 ml of THF is added dropwise at −20° C. to 1.6 l of 0.5M isopropenylmagnesium bromide in THF. The reaction medium is maintained at −20° C. with stirring for 2 hours and then the medium is poured onto 800 ml of saturated NaCl solution. The mixture is allowed to separate by settling and then extraction is carried out with ether. The ether extract is dried and evaporated and then the residue is chromatographed on silica while eluting with an AcOEt/cyclohexane (1/9, v/v) mixture. 23.75 g of the expected compound are obtained.

Aufarbeitung

  1. customto separate
  2. extractionextraction
  3. extractionThe ether extract
  4. customis dried
  5. customevaporated
  6. customthe residue is chromatographed on silica
  7. washwhile eluting with an AcOEt/cyclohexane (1/9, v/v) mixture

Quellen und Nachweise

ORD-Eintrag
ord-bea267bd53d245be8521dee4a2e95693
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995184B2

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