4-Tert-butyl-2-[5-{2-(2-ethoxycarbonylphenyl)ethenyl}benzofuran-2-yl]thiazole → 4-Tert-butyl-2-[5-{2-(2-ethoxycarbonylphenyl)ethyl}benzofuran-2-yl]thiazole

HRID 487696Notes

Reaction equation

HRID 487696 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH:19]=[CH:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 539832274-Tert-butyl-2-[5-{2-(2-ethoxycarbonylphenyl)ethenyl}benzofuran-2-yl]thiazole

Product 1

HCID 190928114-Tert-butyl-2-[5-{2-(2-ethoxycarbonylphenyl)ethyl}benzofuran-2-yl]thiazoleYield 107.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-tert-butyl-2-[5-{2-(2-ethoxycarbonylphenyl)ethenyl}benzofuran-2-yl]thiazole (250 mg) in methanol (20.0 ml), 10% palladium on carbon (140 mg) was added. The mixture was hydrogenated for 3 hours (3.0-2.3 atm). The catalyst was removed by filtration and washed with methanol. The filtrate was evaporated under reduced pressure to give 4-tert-butyl-2-[5-{2-(2-ethoxycarbonylphenyl)ethyl}benzofuran-2-yl]thiazole (270 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with methanol
  3. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2e10e24966db41b58edfb82e0e7e4d48
Source dataset
uspto-grants-1994_03
Patent number
US05296495

Reaction notes

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