Sodium Carbonate → HCID 67773555, compound

HRID 533421Notes

Reaction equation

HRID 533421 reaction equation
[CH2:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=1[C:13]([OH:15])=[O:14])[CH:2]=[CH2:3].C(=O)([O-])[O-].[Na+].[Na+]>CC#N.CC#N.Cl[Pd]Cl.C1COCC1>[CH3:3][C:2]1[O:14][C:13](=[O:15])[C:5]2[C:4]([CH:1]=1)=[CH:12][CH:11]=[C:7]([C:8]([OH:10])=[O:9])[CH:6]=2

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 69784602HCID 69784602, compound

Product 1

HCID 67773555HCID 67773555, compoundYield 22.6%

Reagents, catalysts & solvents 2

HCID 6093782Bis(acetonitrile)dichloropalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Under oxygen atmosphere, a mixture of 4-allyl isophthalic acid (500 mg), bis(acetonitrile)dichloropalladium (629 mg), sodium carbonate (514 mg), and THF (30 mL) was stirred at room temperature for 4 hours. The insoluble material of the reaction mixture was separated by filtration, and the filtrate was concentrated under reduced pressure. A mixture of the resulting residue and DMF (5 mL) was diluted with 1M hydrochloric acid, and the precipitate was collected by filtration to obtain 3-methyl-1-oxo-1H-isochromene-7-carboxylic acid (112 mg).

Workup

  1. customThe insoluble material of the reaction mixture was separated by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionA mixture of the resulting residue and DMF (5 mL)
  4. additionwas diluted with 1M hydrochloric acid
  5. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-30a748b3cd8c46c6813652d1d0d7b2c7
Source dataset
uspto-grants-2014_10
Patent number
US08853242B2

Reaction notes

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