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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366539Generated: October 26, 2026

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

https://huagongshe.com/reaction/366539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantSec-octyl bromide, (+-)-HCID 79046—
Reactant3-Azabicyclo[3.1.0]hexane-2,4-dioneHCID 3720053—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(2-Octyl)-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 23289988—

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 2-bromooctane (0.52 g) in dimethylformamide (5 ml) and the resulting mixture was stirred at room temperature under a nitrogen atmosphere for 48 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-161626737cb6480f9d6a0773d0159a65
Source noteuspto-grants-2000_10