Methyl 4-nitro-2,3-dihydro-1H-indene-2-carboxylate → Methyl 4-amino-2,3-dihydro-1H-indene-2-carboxylate

HRID 2110135Notes

Reaction equation

HRID 2110135 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[N+:14]([O-])=O)[CH2:6]1)=[O:4].[H][H]>[Pd].C(OCC)(=O)C>[CH3:1][O:2][C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[NH2:14])[CH2:6]1)=[O:4]

Participants

5

Reactant 2

HCID 53415165Methyl 4-nitro-2,3-dihydro-1H-indene-2-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 53350286Methyl 4-amino-2,3-dihydro-1H-indene-2-carboxylateYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of methyl-4-nitroindane-2-carboxylate (2.4 g, 0.11 mol) and 10% palladium on carbon (1.1 g, 0.01 mol) in ethyl acetate (15 mL) was shaken under 55 PSI hydrogen for 1 hour. It was then filtered and the filtrate was concentrated to give 2.07 g white solid (100%).

Workup

  1. filtrationIt was then filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6527da2ae1194cb9b240c16311e92c1e
Source dataset
uspto-grants-2009_04
Patent number
US07517884B2

Reaction notes

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