Glycol monoethyl ether → HCID 59221980, compound

HRID 2232950Notes

Reaction equation

HRID 2232950 reaction equation
C(O[CH2:4][CH2:5]O)C.[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]2[CH:25]=[CH:24]C=[CH:22][N:21]=2)[CH:15]=1>O>[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]2[CH:25]=[CH:24][C:4]([CH3:5])=[CH:22][N:21]=2)[CH:15]=1

Participants

4

Reactant 2

HCID 8076Glycol monoethyl etherHCID 59594033HCID 59594033, compound

Product 1

HCID 59221980HCID 59221980, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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

Workup

  1. temperatureThe reaction mixture was heated under a nitrogen atmosphere
  2. temperatureat reflux for 50 h
  3. temperaturecooled
  4. customThe yellow precipitate that formed
  5. filtrationwas collected by vacuum filtration
  6. washwashed with methanol and ethyl acetate
  7. customto give 11.0 g (70%) of chloro-bridged dimer

Sources & evidence

ORD record
ord-e80a3a72b5aa4bd3ac30a1d4ea6c7a3c
Source dataset
uspto-grants-2010_05
Patent number
US07709100B2

Reaction notes

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