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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366535Generated: October 25, 2026

(2-Bromoethyl)cyclohexane → 3-[2-(Cyclohexyl)ethyl]-3-azabicyclo[3.1.0]hexane-2,4-dione

https://huagongshe.com/reaction/366535

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Bromoethyl)cyclohexaneHCID 15440—
ReactantSodium hydrideHCID 24758—
Reactant3-Azabicyclo[3.1.0]hexane-2,4-dioneHCID 3720053—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-[2-(Cyclohexyl)ethyl]-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 23289989—

Reaction Steps

Sodium hydride (0.11 g) was added to a solution of 3-azabicyclo[3.1.0]hexane-2,4dione (0.3 g) and 1-bromo-2-cyclohexylethane (0.52 g) in dimethylformamide (5 ml) and the resulting mixture was stirred at room temperature under a nitrogen atmosphere for 16 hours. The mixture was diluted with water (15 ml) and then extracted with toluene (20 ml). The organic extract was washed with water (15 ml), dried (MgSO4) and evaporated in vacuo. The residue was purified by Kugelrohr distillation (boiling point 130-140° C. @ 0.1 mmHg) to give the title compound as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130241
Source datasetuspto-grants-2000_10
ORD IDord-42d07e301063401d94c33af20c877fe5
Source noteuspto-grants-2000_10