HCID 15114692, compound → HCID 14696444, compound

HRID 1089579Notes

Reaction equation

HRID 1089579 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:9]2)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:9]2

Participants

4

Reactant 1

HCID 15114692HCID 15114692, compound

Product 1

HCID 14696444HCID 14696444, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of ethyl 5-nitro-2-naphthoate prepared according to Price, et al. J. Am. Chem. Soc. 74, 3652 (1952) (8.0 g, 0.0326 mol) in EtOH (200 mL) was hydrogenated over 10% Pd/C (600 mg) at 50 psi for 3 hours 30 minutes. The mixture was filtered through Solka floc and concentrated to give a yellow solid (7.0 g, 100%), m.p. 94°-95° C.

Workup

  1. customprepared
  2. filtrationThe mixture was filtered through Solka floc
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f8523ecf23f24714b949ea09f6f0f76f
Source dataset
uspto-grants-1990_10
Patent number
US04966975

Reaction notes

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