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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755326Generated: October 26, 2026

Water → 3-Benzyl-3-azabicyclo[3.1.0]hexane

https://huagongshe.com/reaction/1755326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Benzyl-3-azabicyclo(3.1.0)hexane-2,4-dioneHCID 2764586—
ReactantRed-AlHCID 16684438—
SolventDiethyl EtherHCID 3283—
Product3-Benzyl-3-azabicyclo[3.1.0]hexaneHCID 1315052294%

Reaction Conditions

Temperature0 °C

Reaction Steps

Red-Al (70% in toluene) (24 g, 83.2 mmol) was dissolved in absolute ether (100 mL) and cooled to 0° C. under N2, then 3-benzyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione (3.72 g, 18.5 mmol) was added. The mixture was stirred at 0° C. for 30 mins then stirred under reflux for 4 h. Water (50 mL) was added to the cooled solution and the mixture filtered through celite. The organic phase was dried over Na2SO4, concentrated in vacuo to give 3-benzyl-3-aza-bicyclo[3.1.0]hexane (3.0 g, 94%) as a light red oil. LC-MS: [M+H]+, 174.2, tR=0.546 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169259B2
Source datasetuspto-grants-2015_10
ORD IDord-17e272188a134276a3913994e6e8003b
Source noteuspto-grants-2015_10