Hydrochloric Acid → HCID 22640723, compound

HRID 2415134Notes

Reaction equation

HRID 2415134 reaction equation
[C:1](/[C:3](=[CH:7]\[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)/[C:4]([NH2:6])=[O:5])#[N:2].Cl>C(O)C.[Pd]>[NH2:2][CH2:1][CH:3]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:4]([NH2:6])=[O:5]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 725466BENZALCYANOACETAMIDE

Product 1

HCID 22640723HCID 22640723, compoundYield 119.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (E)-2cyano-3-phenyl-acrylamide (0.50 g, 2.91 mmol) was dissolved in ethanol (25 mL). Concentrated HCl (1 mL) was added, followed by 10% degussa palladium on carbon (1.0 g). The mixture was subjected to hydrogenation conditions (55 psi) for 24 hours. It was filtered through Celite and concentrated to give the product (0.62 g, 100%) as a white solid. [M+H]+ 179.

Workup

  1. filtrationIt was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-291a905c7d0841f0a7594e8035bd4e58
Source dataset
uspto-grants-2004_11
Patent number
US06818655B2

Reaction notes

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