HCID 58288171, compound → HCID 58288428, compound

HRID 1476072Notes

Reaction equation

HRID 1476072 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:5][C:4]=1[N+:18]([O-])=O)#[N:2].[H][H]>[Pd].C(O)C>[NH2:18][C:4]1[CH:5]=[C:6]([CH2:9][CH2:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:7]=[CH:8][C:3]=1[C:1]#[N:2]

Participants

5

Reactant 2

HCID 58288171HCID 58288171, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58288428HCID 58288428, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4.9 mg of palladium on carbon (10%) were added to a solution of 48.9 mg (0.18 mmol) of tert-butyl (2E)-3-(4-cyano-3-nitrophenyl)acrylate in 4.4 ml of ethanol. The reaction mixture was hydrogenated using a hydrogen pressure of 1 bar at RT overnight. The mixture was then filtered through celite and the filtrate was concentrated. This gave 43.5 mg (99% of theory) of the target compound of a purity of 85%.

Workup

  1. customat RT
  2. customovernight
  3. filtrationThe mixture was then filtered through celite
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4b6df0dbdb1540fb858cfc2afdf7e3a8
Source dataset
uspto-grants-2015_04
Patent number
US09018414B2

Reaction notes

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