HCID 21395979, compound → HCID 11229228, compound

HRID 1605068Notes

Reaction equation

HRID 1605068 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-0371f301864f4f1d95210aa39af46a77
Source dataset
uspto-grants-1976_04
Patent number
US03948958

Reaction notes

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