4-Iodophenol → HCID 21943223, compound

HRID 1181335Notes

Reaction equation

HRID 1181335 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][C:23]=2[CH2:24]Cl)=[CH:18][CH:17]=1>CC(C)=O>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][C:23]=2[CH2:24][O:8][C:5]2[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=2)=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 108944-IodophenolHCID 11430Potassium CarbonateHCID 21943213HCID 21943213, compound

Product 1

HCID 21943223HCID 21943223, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Iodophenol (5.0 g) was dissolved in acetone (50 ml), and potassium carbonate (4.7 g) and 4′-chloro-2-chloromethyl-4-methoxybiphenyl (6.0 g) obtained in Example 241, Step 4 were added. The mixture was refluxed for 10 hr. The reaction mixture was concentrated and 4N aqueous sodium hydroxide solution (50 ml) was added. The precipitated crystals were collected by filtration, washed with water, and dried under reduced pressure to give the title compound (10.0 g, yield 98%).

Workup

  1. temperatureThe mixture was refluxed for 10 hr
  2. concentrationThe reaction mixture was concentrated
  3. addition4N aqueous sodium hydroxide solution (50 ml) was added
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-d97596c3e6e445aab3cba3f28532b87e
Source dataset
uspto-grants-2007_10
Patent number
US07285551B2

Reaction notes

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