3-Isopropenyl-5-(5-methylpyridin-2-yl)benzoic acid → 3-Isopropyl-5-(5-methylpyridin-2-yl)benzoic acid

HRID 888398Notes

Reaction equation

HRID 888398 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][N:14]=2)[CH:12]=1)[C:7]([OH:9])=[O:8])([CH3:3])=[CH2:2].[H][H]>C(O)C.[Pd]>[CH:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][N:14]=2)[CH:12]=1)[C:7]([OH:9])=[O:8])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 684948073-Isopropenyl-5-(5-methylpyridin-2-yl)benzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 684969523-Isopropyl-5-(5-methylpyridin-2-yl)benzoic acidYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3-isopropenyl-5-(5-methylpyridin-2-yl)benzoic acid (150 mg, 0.592 mmol) in ethanol (11.8 mL) was added 10% palladium on carbon (50.0 mg, 0.047 mmol) and the mixture was placed under 1 atm of hydrogen. After 1 h, filtration and concentration gave the crude title compound (150 mg). MS 256.2 (M+1).

Workup

  1. filtrationfiltration and concentration

Sources & evidence

ORD record
ord-e39aa2da1d1246808d1f71cb8338f589
Source dataset
uspto-grants-2012_08
Patent number
US08247401B2

Reaction notes

Loading…