1-Naphthol-8-methanol → 1-Hydroxy-8-methylnaphthalene

HRID 375280Notes

Reaction equation

HRID 375280 reaction equation
O[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[C:11]([OH:13])=[CH:10][CH:9]=[CH:8]2.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[C:11]([OH:13])=[CH:10][CH:9]=[CH:8]2

Participants

5

Reactant 2

HCID 122037961-Naphthol-8-methanolHCID 178418361HCID 178418361, compound

Product 1

HCID 122037931-Hydroxy-8-methylnaphthalene

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Prepared from the known (J. Chem. Soc., C, (1966) 523) 8-hydroxymethyl-1-naphthol by hydrogenolysis using 0.1 equiv. of 20% palladium hydroxide on carbon (Pearlmann's catalyst) in ethanol at 45 psi hydrogen for 4 hours in quantitative yield, M.P. 56°-59° C.

Workup

  1. customPrepared from the
  2. customfor 4 hours

Sources & evidence

ORD record
ord-05a567ae13504751a7725e436ca55bf3
Source dataset
uspto-grants-1996_01
Patent number
US05484917

Reaction notes

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