4-Benzyloxy-5,6,7,8-tetrahydro-1-naphthonitrile → 4-Hydroxy-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

HRID 1719201Notes

Reaction equation

HRID 1719201 reaction equation
C([O:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[C:12]([C:19]#[N:20])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[C:12]([C:19]#[N:20])=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 233178624-Benzyloxy-5,6,7,8-tetrahydro-1-naphthonitrile

Product 1

HCID 233178644-Hydroxy-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-Benzyloxy-5,6,7,8-tetrahydro-1-naphthonitrile (0.6 g, 2.3 mM) was hydrogenated in ethanol (30 ml) in the presence of 10% palladium on charcoal catalyst (100 mg). After 2 hours the catalyst was filtered off and the filtreate was evaporated to give the phenol (6) a white solid (0.4 g) mpt 133°-134° C.

Workup

  1. filtrationAfter 2 hours the catalyst was filtered off
  2. customthe filtreate was evaporated

Sources & evidence

ORD record
ord-220079edfa4c43e29754cf4e885ac8ca
Source dataset
uspto-grants-1985_09
Patent number
US04539319

Reaction notes

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