trans-Urocanic acid → HCID 178525356, compound

HRID 1624256Notes

Reaction equation

HRID 1624256 reaction equation
[CH:1]1[N:5]=[CH:4][NH:3][C:2]=1/[CH:6]=[CH:7]/[C:8]([OH:10])=[O:9]>O.[Pd]>[NH:5]1[CH:1]=[C:2]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[N:3]=[CH:4]1

Participants

4

Reactant 1

HCID 736715trans-Urocanic acid

Product 1

HCID 178525356HCID 178525356, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A suspension of urocanic acid (2.00 g, 14.5 mmol) in H2O (40 mL) was shaken at room temperature with a suspension of 10% Pd/C (200 mg, 0.19 mmol) under hydrogen atmosphere (30 psi) for 2 h. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give a colourless solid (1.95 g, 96%). 1H NMR (D2O) δ 2.52 (t, 2H, J=7.2 Hz), 2.92 (t, 2H, J=7.2 Hz), 7.16 (s, 1H), 8.49 (s, 1H).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-13ec73f0008d47388c9bfab0f4a510c5
Source dataset
uspto-grants-2014_07
Patent number
US08778967B2

Reaction notes

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