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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663323Generated: October 29, 2026

Acetic Acid → Methyl 2-bromo-5-(1-hydroxy-2-nitro-ethyl)-3-(3-methyl-2-buten-1-yl)-3H-imidazole-4-carboxylate

https://huagongshe.com/reaction/1663323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNitromethaneHCID 6375—
ReactantCesium carbonateHCID 10796—
Reactantmethyl 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylateHCID 11580300—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-bromo-5-(1-hydroxy-2-nitro-ethyl)-3-(3-methyl-2-buten-1-yl)-3H-imidazole-4-carboxylateHCID 67435131—

Reaction Steps

35 ml nitromethane are added to 1.14 g caesium carbonate in 15 ml of methanol at ambient temperature. Then the mixture is combined with a solution of 3.50 g methyl 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylate in 20 ml of methanol and 5 ml methylene chloride and stirred for 15 minutes at ambient temperature. Then 0.5 ml acetic acid are added and the solution is evaporated down in vacuo. The flask residue is combined with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The combined organic phases are dried over magnesium sulphate and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034941B2
Source datasetuspto-grants-2011_10
ORD IDord-6fdb7078ccba491d95b3ae6088c0afe4
Source noteuspto-grants-2011_10