Water → 1,4-Diazabicyclo(3.2.2)nonane

To a solution of 1,4-diazabicyclo[3.2.2]nonan-3-one (15.8 g, 113 mmol) in absolute dioxane (130 ml), LiAlH4 (4.9 g, 130 mmol) was added under argon. The mixture was refluxed for 6 hours and then allowed to reach room temperatre. To this reaction mixture, water (5 ml in 10 ml of dioxane) was added, by drops, the mixture was stirred for 0.5 hour and then filtered off via glass filter. The solvent was evaporated and the residue was distilled using a Kugelrohr apparatus at 90° C. (0.1 mbar) to yield 1,4-diazabicyclo[3.2.2]nonane (11.1 g, 78%) as colourless hygroscopic material.

1. temperatureThe mixture was refluxed for 6 hours
2. filtrationfiltered off via glass
3. filtrationfilter
4. customThe solvent was evaporated
5. distillationthe residue was distilled
6. customat 90° C.

ORD record

ord-4484c7bd4441409db47f39bf9c1c1250

Source dataset

uspto-grants-2007_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07223753B2