HCID 18321633, compound → HCID 18321638, compound

HRID 1698775Notes

Reaction equation

HRID 1698775 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]([CH3:16])([CH3:15])[C:11]([O:13][CH3:14])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O>CO.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([C:10]([CH3:16])([CH3:15])[C:11]([O:13][CH3:14])=[O:12])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 18321633HCID 18321633, compound

Product 1

HCID 18321638HCID 18321638, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(3-nitrophenyl)-2-methylpropionate (1.8 g) in methanol (50 mL), 10% palladium carbon (200 mg) was added, followed by stirring at room temperature for 2 hours under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: n-hexane=1:2), whereby methyl 2-(3-aminophenyl)-2-methyl-propionate (1.5 g) was obtained.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate: n-hexane=1:2)

Sources & evidence

ORD record
ord-250c28b6738f4495a4a70b8a73c78c56
Source dataset
uspto-grants-2002_02
Patent number
US06344452B1

Reaction notes

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