4-Nitro-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid → 4-Amino-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid

HRID 582759

Reaction equation

HRID 582759 reaction equation
[N+:1]([C:4]1[C:13]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=2[C:7]([C:14]([OH:16])=[O:15])=[CH:6][CH:5]=1)([O-])=O>CO.[Ni]>[NH2:1][C:4]1[C:13]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=2[C:7]([C:14]([OH:16])=[O:15])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 222619794-Nitro-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

Product 1

HCID 221117984-Amino-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

4-Nitro-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid is described in Chem. Pharm. Bull., 1984, 32, 3968. The hydrogenation of 1.48 g of this nitro derivative is performed in methanol in the presence of Raney® nickel. After 4 hours with stirring, the catalyst is filtered off, the mixture is evaporated to dryness and the residue is taken up with ether and filtered off to obtain 1 g of the expected product. m.p.=180° C. (dec.).

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe mixture is evaporated to dryness
  3. filtrationfiltered off

Sources & evidence

ORD record
ord-20c3b9de4c004b7f8456b42e75dc37c6
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Linked notes

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