Iodoethane → 3-Ethyl-1,1,2-trimethyl-1H-benzo(e)indol-3-ium Iodide

HRID 2186039

Reaktionsgleichung

Reaktionsgleichung von HRID 2186039
[CH2:1]([I:3])[CH3:2].[CH3:4][C:5]1([CH3:19])[C:13]2[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[CH:10]=[CH:9][C:8]=2[N:7]=[C:6]1[CH3:18]>C(#N)C>[I-:3].[CH3:4][C:5]1([CH3:19])[C:13]2[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[CH:10]=[CH:9][C:8]=2[N+:7]([CH2:1][CH3:2])=[C:6]1[CH3:18]

Komponenten

4

Edukt 2

HCID 6340IodoethaneHCID 1705302,3,3-Trimethylbenzoindolenine

Produkt 1

HCID 100902153-Ethyl-1,1,2-trimethyl-1H-benzo(e)indol-3-ium IodideAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Ethyl iodide (1.1 g, 7.2 mmol) was added to an acetonitrile solution (40 ml) of 1,1,2-trimethylbenz[e]indole (1) (1.0 g, 4.8 mmol, Daiichi Pure Chemicals Co., Ltd.), and then the mixture was heated under reflux for 2 days. The reaction mixture was concentrated under reduced pressure, and ether (80 ml) was added to the residue. The resulting solid was repeatedly washed with ether to obtain the title compound (2) as a dark violet solid (1.6 g, 91%). mp. 213-218° C. (decomposition).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 days
  3. concentrationThe reaction mixture was concentrated under reduced pressure, and ether (80 ml)
  4. additionwas added to the residue
  5. washThe resulting solid was repeatedly washed with ether

Quellen und Nachweise

ORD-Eintrag
ord-9d9cbc1d84c94af69f860275d98eabac
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06403625B1

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