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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455999Generated: November 1, 2026

1,1,3,3-Tetrabromoacetone → 1,5-Dimethyl-3-oxo-8-aza-bicyclo[3.2.1]oct-6-ene-8-carboxylic acid methyl ester

https://huagongshe.com/reaction/455999

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,3,3-TetrabromoacetoneHCID 608441—
ReactantMethyl 2,5-dimethyl-1H-pyrrole-1-carboxylateHCID 12374590—
Product1,5-Dimethyl-3-oxo-8-aza-bicyclo[3.2.1]oct-6-ene-8-carboxylic acid methyl esterHCID 68731784—

Reaction Steps

The title compound was prepared from 2,5-dimethyl-pyrrole-1-carboxylic acid methyl ester (U.S. Pat. No. 4,551,540) and 1,1,3,3-tetrabromoacetone utilizing the [4+3] cycloaddition protocol of Kim and Hoffmann (European Journal of Organic Chemistry (2000), (12), 2195-2201). Mass spectrum (ESI, m/z): Calcd. for C11H15NO3, 210.1 (M+H), found 210.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497376B2
Source datasetuspto-grants-2013_07
ORD IDord-e11c0e1c64c44dd3a084b0698fc71249
Source noteuspto-grants-2013_07