Ethanol → HCID 84721155, compound

HRID 1526608Notes

Reaction equation

HRID 1526608 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:13])=[CH2:12])[C:5]([C:8]([OH:10])=[O:9])=[N:6][CH:7]=1.CCO>[Pt].C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:11]([CH3:13])[CH3:12])[C:5]([C:8]([OH:10])=[O:9])=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 90389413HCID 90389413, compound

Product 1

HCID 84721155HCID 84721155, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

A sealable vial was charged with 5-chloro-3-(prop-1-en-2-yl)picolinic acid (373 mg, 1.887 mmol) and EtOH (100 mL). The solution was purged with Nitrogen. Pt on activated carbon (479 mg, 0.245 mmol) was added, followed by glacial acetic acid (0.4 mL). The reaction mixture was evacuated, backfilled with hydrogen and stirred for 30 min at rt. The reaction mixture was filtered through a pad of celite to obtain the title compound as a white solid. The product contained minor amounts of dehalogenated product. The product was used in the next step without further purification.

Workup

  1. customThe solution was purged with Nitrogen
  2. customThe reaction mixture was evacuated
  3. filtrationThe reaction mixture was filtered through a pad of celite

Sources & evidence

ORD record
ord-1f52b2cc1a82418d9e075f0d532ac8a9
Source dataset
uspto-grants-2015_07
Patent number
US09085576B2

Reaction notes

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