HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-(3,4-dimethoxyphenyl)propanoate → 2-Phenyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl-2-(3,4-dimethoxy-phenyl)methyl-2-propenoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-(3,4-dimethoxyphenyl)propanoate | HCID 520347 | — |
| Reactant | (2-Phenyl-1H-imidazol-5-yl)methanol | HCID 10080865 | — |
| Reactant | methyl (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(3,4-methylenedioxyphenyl)methyl-2-propenoate | HCID 10322320 | — |
| Reactant | 2-phenyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-carboxaldehyde | HCID 19936897 | — |
| Reactant | 2-phenyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole | HCID 54102826 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Product | 2-Phenyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl-2-(3,4-dimethoxy-phenyl)methyl-2-propenoic Acid | HCID 70368284 | — |
Reaction Steps
By the procedure of Example 1(ii) Method B, using benzamidine methyl ether in place of valeramidine methyl ether, 2-phenyl-5-hydroxymethylimidazole is prepared and converted to 2-phenyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole. The 5-hydroxymethyl group is oxidized using manganese dioxide by the procedure of Example 1 (iii). The resulting 2-phenyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-carboxaldehyde is used in the procedure of Example 27 with methyl 3-(3,4-dimethoxyphenyl)propanoate to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05312828 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-10b35f60b8cd48068fb7ddb4d428e2bd |
| Source note | uspto-grants-1994_05 |