(2Z)-3-(2-cyanophenyl)prop-2-enoic acid → 3-(2-Cyanophenyl)propanoic acid

HRID 337154

Reaction equation

HRID 337154 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1/[CH:9]=[CH:10]\[C:11]([OH:13])=[O:12])#[N:2].[H][H]>C(O)C.[Pd]>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]([OH:13])=[O:12])#[N:2]

Participants

5

Reactant 2

HCID 1899166(2Z)-3-(2-cyanophenyl)prop-2-enoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 123988503-(2-Cyanophenyl)propanoic acidYield 90.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

A slurry of (Z)-3-(2-cyanophenyl)acrylic acid (Example 323a, 4.75 g) in ethanol (50 mL) was added to 5% Palladium (0.292 g) in ethanol (50 mL) and hydrogenated under 2.0 bar hydrogen pressure for 2 h. The reaction mixture was filtered and the filtrate evaporated to dryness to afford the sub title compound as a solid (4.36 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-2a6afa11b5114cea90721941c661a8bc
Source dataset
uspto-grants-2014_11
Patent number
US08889692B2

Linked notes

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