HCID 13070643, compound → HCID 12168430, compound

HRID 1576256Notes

Reaction equation

HRID 1576256 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[C:10](=[O:11])[O:9][CH:8]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[H][H]>C(O)C.[Pd]>[CH2:8]([C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:12]=1[C:10]([OH:11])=[O:9])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 13070643HCID 13070643, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12168430HCID 12168430, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The phthalide (30 g.) is dissolved in ethanol (500 ml.) by warming, 5% palladium-on-charcoal (3 g.) is added and the solution is hydrogenated until hydrogen uptake ceases. After removal of the catalyst by filtration, the ethanol is evaporated, and the residue is crystallised from chloroform-petroleum ether (b.p. 60°-80°C.) to give 2-benzyl-6-methoxy-benzoic acid m.p. 159°-161°C.

Workup

  1. temperatureby warming
  2. customAfter removal of the catalyst
  3. filtrationby filtration
  4. customthe ethanol is evaporated
  5. customthe residue is crystallised from chloroform-petroleum ether (b.p. 60°-80°C.)

Sources & evidence

ORD record
ord-01cb458460c54b6e8075a8bb66180d8b
Source dataset
uspto-grants-1976_09
Patent number
US03979513

Reaction notes

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