HCID 58288389, compound → HCID 58288206, compound

HRID 1476138Notes

Reaction equation

HRID 1476138 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:16])([CH3:15])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][C:3]=1[N+:17]([O-])=O.[H][H]>[Pd].C(OCC)(=O)C>[NH2:17][C:3]1[CH:4]=[C:5]([C:8]([CH3:15])([CH3:16])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:6]=[CH:7][C:2]=1[Cl:1]

Participants

5

Reactant 2

HCID 58288389HCID 58288389, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58288206HCID 58288206, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

40 mg of palladium on carbon (10%) were added to a solution of 213 mg (0.75 mmol) of ethyl 3-(4-chloro-3-nitrophenyl)-3-methylbutanoate in 10 ml of ethyl acetate. The reaction mixture was hydrogenated at RT using a hydrogen pressure of 1 bar overnight. The mixture was then filtered through celite, and the filtrate was concentrated. This gave 166 mg (87% of theory) of the target compound as a yellowish oil.

Workup

  1. customwas hydrogenated at RT
  2. filtrationThe mixture was then filtered through celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b199112898344d7a92459c727ef1f89f
Source dataset
uspto-grants-2015_04
Patent number
US09018414B2

Reaction notes

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