Reaction #2320132

ord-e80a3a72b5aa4bd3ac30a1d4ea6c7a3c

Reaction equation

CCOCCO
2-ethoxyethanol
Cc1ccccc1-c1cccc(-c2ccccn2)c1
2-(2′-methylbiphenyl-3-yl)pyridine
Cc1ccc(-c2cccc(-c3ccccc3C)c2)nc1
2-(2′-methylbiphenyl-3-yl)5-methylpyridine

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe reaction mixture was heated under a nitrogen atmosphere
  2. 2
    Temperatureat reflux for 50 h
  3. 3
    Temperaturecooled
  4. 4
    OtherThe yellow precipitate that formed
  5. 5
    Filtrationwas collected by vacuum filtration
  6. 6
    Washwashed with methanol and ethyl acetate
  7. 7
    Otherto give 11.0 g (70%) of chloro-bridged dimer

Procedure

To a mixture of 2-ethoxyethanol (95 mL) and water (25 mL) were added 11.0 g (42.4 mmol) of 2-(2′-methylbiphenyl-3-yl)pyridine and 7.9 g (21.2 mmol) of IrCl3. The reaction mixture was heated under a nitrogen atmosphere at reflux for 50 h and cooled. The yellow precipitate that formed was collected by vacuum filtration and washed with methanol and ethyl acetate to give 11.0 g (70%) of chloro-bridged dimer

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07709100B2uspto-grants-2010_05