HCID 19800636, compound → HCID 19800643, compound

HRID 1646448Notes

Reaction equation

HRID 1646448 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[C:5]1[C:6](=[CH:12][C:13]([OH:19])=[C:14]([N+:16]([O-])=O)[CH:15]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2]>C(O)C.[Pd]>[NH2:16][C:14]1[CH:15]=[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:20])[C:6](=[CH:12][C:13]=1[OH:19])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 1

HCID 19800636HCID 19800636, compound

Product 1

HCID 19800643HCID 19800643, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of diethyl-4-hydroxy-5-nitrophthalate (16.0 g, 56.7 mmol) in ethanol is treated with 10% palladium on carbon (1.6 g) and shaken overnight at room temperature on a Parr hydrogenator. After evacuation of hydrogen, the reaction mixture is filtered through diatomaceous earth. The filtrate is concentrated in vacuo to afford the title product as a yellow oil, 14.3 g (100%) identified by NMR spectral analysis.

Workup

  1. filtrationAfter evacuation of hydrogen, the reaction mixture is filtered through diatomaceous earth
  2. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-92e89e59792e4263817bd9f66cbcb215
Source dataset
uspto-grants-1993_01
Patent number
US05180419

Reaction notes

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