Reaktion #40660

ord-6f4b0b70237f463091d7218d522edefa

Reaktionsgleichung

CC1(C)CCNc2ccccc21
1b
CC1(C)CCNc2ccccc21
4,4-dimethyl-1,2,3,4-tetrahydroquinoline
O=[N+]([O-])c1ccccc1F
ortho-fluoronitrobenzene
Cc1cc(C)nc(C)c1
2,4,6-collidine
CC1(C)CCN(c2ccccc2[N+](=O)[O-])c2ccccc21
1c
CC1(C)CCN(c2ccccc2[N+](=O)[O-])c2ccccc21
4,4-dimethyl-1-(2-nitro-phenyl)-1,2,3,4-tetrahydro-quinoline

Lösungsmittel

Reaktionsbedingungen

Temperatur
250°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturIt was then heated
  2. 2
    Sonstigewas purified by flash chromatography (hexanes/EtOAc)

Vorschrift

1b (0.762 g, 4.73 mmol), ortho-fluoronitrobenzene (0.88 g, 5.67 mmol, 1.19 eq), and 2,4,6-collidine (0.66 mL, 1.05 eq) were pre-stirred 40s in a conical microwave container. It was then heated with stirring at a Personal Chemistry Microwave reactor with normal absorption at 250° C. for 1 h. The crude mixture was dissolved in CHCl3, and was purified by flash chromatography (hexanes/EtOAc) to give 0.66 g of crude 1c. LC-MS ESI 283 (M+H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728008B2uspto-grants-2010_06