2-(2-Methylpropenyl)-6-vinylisonicotinic acid tert-butyl ester → 2-Ethyl-6-isobutylisonicotinic acid tert-butyl ester
反応式
[C:1]([O:5][C:6](=[O:19])[C:7]1[CH:12]=[C:11]([CH:13]=[CH2:14])[N:10]=[C:9]([CH:15]=[C:16]([CH3:18])[CH3:17])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:19])[C:7]1[CH:8]=[C:9]([CH2:15][CH:16]([CH3:17])[CH3:18])[N:10]=[C:11]([CH2:13][CH3:14])[CH:12]=1)([CH3:3])([CH3:4])[CH3:2]参加物
4
実験手順
To a solution of the above 2-(2-methyl-propenyl)-6-vinyl-isonicotinic acid tert-butyl ester (444 mg, 1.71 mmol) in methanol (15 mL), Pd/C (50 mg, 10% Pd) is added and the mixture is stirred under 1 atm of H2 at rt for 15 h. The catalyst is filtered off and the filtrate is evaporated. The remaining residue is purified by CC on silica gel eluting with heptane:EA 5:1 to give 2-ethyl-6-isobutyl-isonicotinic acid tert-butyl ester (391 mg) as a colourless oil; LC-MS: tR=1.15 min, [M+1]+=264.11.