HCID 57582487, compound → HCID 15980990, compound

HRID 2370468Notes

Reaction equation

HRID 2370468 reaction equation
[CH2:1]([O:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[CH:9]=1)[C:5]([OH:7])=[O:6])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[CH:9]=1)[C:5]([OH:7])=[O:6])[CH3:2]

Participants

4

Reactant 1

HCID 57582487HCID 57582487, compound

Product 1

HCID 15980990HCID 15980990, compoundYield 54%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-Ethoxy-2-(3-nitrophenyl)acetic acid (6.4 g, 28.4 mmol) was dissolved in absolute ethanol (500 ml), 5% palladium on carbon (wet) (1.5 g) added and the mixture hydrogenated at 60 psi overnight. The suspension was filtered through celite and the filtrate concentrated to give (±)-2-ethoxy-2-(3′-aminophenyl)-acetic acid (3.0 g, 15.3 mmol, 54%) as a brown solid.

Workup

  1. customhydrogenated at 60 psi overnight
  2. filtrationThe suspension was filtered through celite
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-53f7faee48444c36b2bb8ea7c170b69d
Source dataset
uspto-grants-2014_04
Patent number
US08710100B2

Reaction notes

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