HCID 53770347, compound → HCID 19419104, compound

HRID 864469Notes

Reaction equation

HRID 864469 reaction equation
[H][H].[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]=[CH:10][C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=2)[CH:4]=1>[Pd]>[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:19][CH:20]=2)[CH:4]=1

Participants

4

Reactant 2

HCID 53770347HCID 53770347, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19419104HCID 19419104, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Hydrogen gas was slowly bubbled through a vigorously stirred mixture of methyl 4-(2-(3-pyridyl)ethenyl)benzoate (952 mg, 3.98 mmol) and 10% palladium on carbon (95 mg) at room temperature for 4 h. The reaction mixture was filtered through Kieselguhr which was then washed with excess ethyl acetate. The combined organics were evaporated under reduced pressure to give methyl 4-(2-(3-pyridyl)ethyl)benzoate (900 mg, 94%) as an oil which crystallised on standing.

Workup

  1. filtrationThe reaction mixture was filtered through Kieselguhr which
  2. washwas then washed with excess ethyl acetate
  3. customThe combined organics were evaporated under reduced pressure

Sources & evidence

ORD record
ord-0eb3330267c94c2488f3716fc795e3db
Source dataset
uspto-grants-1996_10
Patent number
US05563151

Reaction notes

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