Sodium Carbonate → HCID 15193139, compound

HRID 1893105Notes

Reaction equation

HRID 1893105 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].I[C:8]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=1.[O:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH:17]=[C:16]1B(O)O>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1>[Br:14][C:11]1[CH:10]=[C:9]([C:16]2[O:15][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[CH:17]=2)[CH:8]=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 115221-Bromo-4-iodobenzeneHCID 2776266Benzo[b]furan-2-boronic acid

Product 1

HCID 15193139HCID 15193139, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

Under an argon atmosphere, 300 mL of toluene and 150 mL of a 2-M aqueous solution of sodium carbonate were added to 28.3 g (100 mmol) of 4-iodobromobenzene, 17.0 g (105 mmol) of benzofuran-2-boronic acid, and 2.31 g (2.00 mmol) of tetrakis(triphenylphosphine)palladium(0), and the mixture was refluxed under heat for 10 hours.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heat for 10 hours

Sources & evidence

ORD record
ord-4a1b2f201eea4d58906562be5a73273e
Source dataset
uspto-grants-2013_08
Patent number
US08512875B2

Reaction notes

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