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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272121Generated: October 26, 2026

Tetrahydrofuran → (4R,9aR)-7-Bromo-4,6-dimethyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1272121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantN-bromobutanimideHCID 67184—
Reactant(R)-4,6-Dimethyl-3,4-dihydro-1H-2,4a,5-triaza-fluorene-2-carboxylic Acid Tert-butyl EsterHCID 69357516—
Product(4R,9aR)-7-Bromo-4,6-dimethyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl esterHCID 69357585—

Reaction Steps

To a stirred solution of 0.20 g (0.66 mmol) (R)-4,6-dimethyl-3,4-dihydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester (example 5, intermediate b)) in 2 mL tetrahydrofuran 0.12 g (0.69 mmol) was added N-bromosuccinimide; the reaction was stirred for 1.5 h. The solvent was evaporated and the residue was purified by column chromatography on silica gel (0.032–0.063 mm) with ethyl acetate:dichloromethane (1:19) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208494B2
Source datasetuspto-grants-2007_04
ORD IDord-993d38d926234ab1aa2cd4814d7dbee4
Source noteuspto-grants-2007_04