HCID 21395979, compound → HCID 11229228, compound

HRID 1439623Notes

Reaction equation

HRID 1439623 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13]CC2C=CC=CC=2)=[CH:5][C:4]=1[CH3:21].[H][H]>[Pd].C(OCC)(=O)C>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([OH:13])=[CH:5][C:4]=1[CH3:21]

Participants

5

Reactant 2

HCID 21395979HCID 21395979, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11229228HCID 11229228, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The 1-methoxy-2-methyl-4-benzyloxynaphthalene, in an amount of 925 milligrams, is added to a mixture of 286 milligrams of a 10 percent palladium/carbon catalyst in 20 milliliters of ethyl acetate. The resultant mixture is subjected to hydrogenolysis by contact with a mixture of hydrogen and nitrogen at atmospheric pressure for 38 hours. Subsequent to the hydrogenolysis, the catalyst is removed by centrifugation, and the crude product is obtained by solvent evaporation. Crystallization of the product from benzene/petroleum ether gives 4-methoxy-3-methyl-1-naphthol in an amount of 473 milligrams.

Workup

  1. customSubsequent to the hydrogenolysis, the catalyst is removed by centrifugation
  2. customthe crude product is obtained by solvent evaporation
  3. customCrystallization of the product from benzene/petroleum ether

Sources & evidence

ORD record
ord-cc9442718eb74a329003a1a808d5f729
Source dataset
uspto-grants-1977_11
Patent number
US04060558

Reaction notes

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