Methyl-P-Coumarate → Methyl 4-[4-(2,3,4,5-tetramethoxy-6-methylphenyl)-2-methyl-2-butenyloxy]cinnamate

HRID 580236Notes

Reaction equation

HRID 580236 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH2:9][CH:10]=[C:11]([CH3:14])[CH2:12]Cl)=[C:7]([CH3:15])[C:6]([O:16][CH3:17])=[C:5]([O:18][CH3:19])[C:4]=1[O:20][CH3:21].[CH3:22][O:23][C:24](/[CH:26]=[CH:27]/[C:28]1[CH:29]=[CH:30][C:31]([OH:34])=[CH:32][CH:33]=1)=[O:25]>>[CH3:1][O:2][C:3]1[C:4]([O:20][CH3:21])=[C:5]([O:18][CH3:19])[C:6]([O:16][CH3:17])=[C:7]([CH3:15])[C:8]=1[CH2:9][CH:10]=[C:11]([CH3:14])[CH2:12][O:34][C:31]1[CH:30]=[CH:29][C:28]([CH:27]=[CH:26][C:24]([O:23][CH3:22])=[O:25])=[CH:33][CH:32]=1.[CH3:1][O:2][C:3]1[C:4]([O:20][CH3:21])=[C:5]([O:18][CH3:19])[C:6]([O:16][CH3:17])=[C:7]([CH3:15])[C:8]=1[CH2:9][CH:10]=[C:11]([CH3:14])[CH2:12][O:34][C:31]1[CH:30]=[CH:29][C:28]([CH:27]=[CH:26][C:24]([OH:25])=[O:23])=[CH:33][CH:32]=1

Participants

4

Reactant 2

HCID 5319562Methyl-P-CoumarateHCID 538691681,2,3,4-Tetramethoxy-5-methyl-6-(4-chloro-3-methyl-2-butenyl)benzene

Product 2

HCID 53641548Methyl 4-[4-(2,3,4,5-tetramethoxy-6-methylphenyl)-2-methyl-2-butenyloxy]cinnamateHCID 539931504-[4-(2,3,4,5-Tetramethoxy-6-methylphenyl)-2-methyl-2-butenyloxy)cinnamic acid

Procedure

Using 1,2,3,4-tetramethoxy-5-methyl-6-(4-chloro-3-methyl-2-butenyl)benzene and methyl p-hydroxycinnamate and following the procedure described above, there were obtained methyl 4-[4-(2,3,4,5-tetramethoxy-6-methylphenyl)-2-methyl-2-butenyloxy]cinnamate (Compound 11) and 4-[4-(2,3,4,5-tetramethoxy-6-methylphenyl)-2-methyl-2-butenyloxy]cinnamic acid (Compound 12).

Sources & evidence

ORD record
ord-ed3cbd47b8c549209806f2ea6c61f4ce
Source dataset
uspto-grants-1988_06
Patent number
US04751303

Reaction notes

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