Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033899Generated: October 31, 2026

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

https://huagongshe.com/reaction/1033899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(3,4-dimethoxyphenyl)propanoateHCID 520347—
Reactant(2-Phenyl-1H-imidazol-5-yl)methanolHCID 10080865—
Reactantmethyl (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(3,4-methylenedioxyphenyl)methyl-2-propenoateHCID 10322320—
Reactant2-phenyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-carboxaldehydeHCID 19936897—
Reactant2-phenyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazoleHCID 54102826—
CatalystHCID 178418406HCID 178418406—
Product2-Phenyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl-2-(3,4-dimethoxy-phenyl)methyl-2-propenoic AcidHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05312828
Source datasetuspto-grants-1994_05
ORD IDord-10b35f60b8cd48068fb7ddb4d428e2bd
Source noteuspto-grants-1994_05