ethyl(E)-3-[5'-(3-heptyl-1-methylureido)-2'-methylbiphenyl-4-yl]acrylate → Ethyl 3-[5'-(3-heptyl-1-methylureido)-2'-methylbiphenyl-4-yl]propanoate
Reaction equation
[CH2:1]([NH:8][C:9](=[O:32])[N:10]([C:12]1[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([C:18]2[CH:23]=[CH:22][C:21](/[CH:24]=[CH:25]/[C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:20][CH:19]=2)[CH:17]=1)[CH3:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]>CO.[Pd]>[CH2:1]([NH:8][C:9](=[O:32])[N:10]([C:12]1[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:20][CH:19]=2)[CH:17]=1)[CH3:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]Participants
4
Procedure
A solution of 460 mg of ethyl (E)-3-[5′-(3-heptyl-1-methylureido)-2′-methylbiphenyl-4-yl]acrylate (prepared in step 21f) in 10 ml of methanol is stirred for 12 hours at room temperature in the presence of 100 mg (22% by mass) of 10% palladium-on-charcoal under a hydrogen atmosphere. The palladium is filtered off and the solvent is evaporated off. The oil is used directly in the following step.