2-(4-Chloro-3-nitrophenyl)-2-methylpropanoic acid → 2-(3-Aminophenyl)-2-methylpropanoic acid hydrochloride

HRID 352386Notes

Reaction equation

HRID 352386 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:13])([CH3:12])[C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[N+:14]([O-])=O.[H][H]>CO.[C].[Pd]>[ClH:1].[NH2:14][C:3]1[CH:4]=[C:5]([C:8]([CH3:13])([CH3:12])[C:9]([OH:11])=[O:10])[CH:6]=[CH:7][CH:2]=1

Participants

5

Reactant 2

HCID 227094342-(4-Chloro-3-nitrophenyl)-2-methylpropanoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 699084542-(3-Aminophenyl)-2-methylpropanoic acid hydrochlorideYield 99.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 50 ml of methanol was dissolved 10.0 g of 2-(4-chloro-3-nitrophenyl)-2-methylpropionic acid. To the resulting mixture was added 1.0 g of 10% palladium carbon. In a hydrogen gas atmosphere, the mixture was stirred at room temperature for 3 hours. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to obtain 8.84 g of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a4133ffb928f4a98b6a73d1a394594c1
Source dataset
uspto-grants-2004_06
Patent number
US06747022B2

Reaction notes

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