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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446044Generated: October 31, 2026

methyl 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylate → ethyl 2-bromo-3-(but-2-ynyl)-5-formyl-3H-imidazole-4-carboxylate

https://huagongshe.com/reaction/1446044

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylateHCID 11580300—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactantdiethyl 2-bromo-1-(but-2-ynyl)-1H-imidazole-4,5-dicarboxylateHCID 59815044—
SolventTetrahydrofuranHCID 8028—
Productethyl 2-bromo-3-(but-2-ynyl)-5-formyl-3H-imidazole-4-carboxylateHCID 11522264—

Reaction Steps

Prepared analogously to 1c from 20.00 g (58.28 mmol) diethyl 2-bromo-1-(but-2-ynyl)-1H-imidazole-4,5-dicarboxylate with 70 ml (70 mmol) diisobutylaluminium hydride in 300 ml of tetrahydrofuran.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07667035B2
Source datasetuspto-grants-2010_02
ORD IDord-1d21c3428e7044608c443188f0b89027
Source noteuspto-grants-2010_02