Potassium Carbonate → HCID 57703728, compound

HRID 1632063Notes

Reaction equation

HRID 1632063 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:4]=1B(O)O.[N+:13]([C:16]1[CH:17]=[C:18](I)[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14].C([O-])([O-])=O.[K+].[K+]>CO.O.C(OCC)(=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:4]=1[C:20]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:13]([O-:15])=[O:14])[CH:21]=1

Participants

8

Reactant 3

HCID 11430Potassium CarbonateHCID 125741-Iodo-3-nitrobenzeneHCID 2773485(2-Methoxy-5-methylphenyl)boronic acid

Product 1

HCID 57703728HCID 57703728, compound

Reagents, catalysts & solvents 4

HCID 167845palladium(II) acetateCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A reaction mixture of 2-methoxy-5-methylphenyl boronic acid (1.65 g, 10 mmol), 3-nitro-iodobenzen (2.49 g, 10 mmol), K2CO3 (2.76 g, 20 mmol), palladium(II)acetate (112 mg, 0.5 mmol) in methanol (75 ml) and water (15 ml) was stirred at rt overnight. The reaction mixture was diluted with ethyl acetate (300 ml) washed with diluted Na2S2O7 aq., water, brine, and dried over Na2SO4. After removal of solvent, 2.5 g (100%) of I-69 was obtained.

Workup

  1. washwashed with diluted Na2S2O7 aq., water, brine
  2. dry with materialdried over Na2SO4
  3. customAfter removal of solvent, 2.5 g (100%) of
  4. customI-69 was obtained

Sources & evidence

ORD record
ord-64d67b393c9944bfab09e03def141695
Source dataset
uspto-grants-2014_07
Patent number
US08791267B2

Reaction notes

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