Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71196Generated: October 27, 2026

Trimethylsilyldiazomethane → methyl 4-(4-bromo-1H-imidazol-1-yl)-3-methoxybenzoate

https://huagongshe.com/reaction/71196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-(4-bromo-1H-imidazol-1-yl)-3-methoxybenzoic acidHCID 66608201—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
Productmethyl 4-(4-bromo-1H-imidazol-1-yl)-3-methoxybenzoateHCID 66607935—

Reaction Steps

To a mixture of 4-(4-bromo-1H-imidazol-1-yl)-3-methoxybenzoic acid (1.90 g) in toluene (20 mL) and methanol (5 mL) was added trimethylsilyldiazomethane (2M hexane solution, 3.84 mL) at 0° C., and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added trimethylsilyldiazomethane (2M hexane solution, 0.96 mL), the mixture was stirred for 1 hr, and the solvent was evaporated under reduced pressure. The residue was recrystallized from ethyl acetate/hexane to give the title compound (1.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822699B2
Source datasetuspto-grants-2014_09
ORD IDord-98485e7650d047398aeb8f7445f6a946
Source noteuspto-grants-2014_09