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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366536Generated: October 25, 2026

Sodium hydride → 3-(2-Ethylhex-1-yl)-3-azabicyclo[3.1.0]hexane-2,4-dione

https://huagongshe.com/reaction/366536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Ethylhexyl bromideHCID 86804—
Reactant3-Azabicyclo[3.1.0]hexane-2,4-dioneHCID 3720053—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(2-Ethylhex-1-yl)-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 23289985—

Reaction Steps

Sodium hydride (0.11 g) was added to a solution of 3-azabicyclo[3.1.0]hexane-2,4-dione (0.3 g) and 1-bromo-2-ethylhexane (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 140-160° 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-ebc6f14a1fce43f5b81d0c715a8f84cb
Source noteuspto-grants-2000_10