30625-99-1 → HCID 20207688, compound

HRID 1256085Notes

Reaction equation

HRID 1256085 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](/[CH:10]=[CH:11]/[C:12](=[O:14])[CH3:13])[CH:7]=[CH:8][CH:9]=1)([O-])=O>CCOC(C)=O.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12](=[O:14])[CH3:13])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 537450230625-99-1

Product 1

HCID 20207688HCID 20207688, compoundYield 94.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of (E)-4-(3-nitrophenyl)but-3-en-2-one (15 g, 78 mmol) in EtOAc (150 mL) was added Pd/C (1.7 g), H2 was bubbled in, the reaction mixture was stirred at 40 psi H2 for 4 hrs. The mixture was filtrated, and the filtrate was concentrated to give 4-(3-aminophenyl)butan-2-one (12 g, 94% yield). 1H NMR: (400 MHz, CDCl3) δ 7.08 (t, 1H), 6.63 (s, 1H), 6.54 (d, 1H), 6.42 (d, 1H), 2.76 (t, 2H), 2.71 (t, 2H), 2.1 (s, 3H).

Workup

  1. customwas bubbled in, the reaction mixture
  2. filtrationThe mixture was filtrated
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-734c9442d09b4fa693514d7c3da34ebd
Source dataset
uspto-grants-2013_06
Patent number
US08461134B2

Reaction notes

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