Trifluoroacetic acid → 2-Oxa-7-azaspiro[3.5]nonane

Trifluoroacetic acid (5 mL) was added to a solution of 1,1-dimethylethyl 2-oxa-7-azaspiro[3.5]nonane-7-carboxylate (Description 69, 80 mg, 0.625 mmol) in dichloromethane (15 mL) and the mixture was stirred at room temperature for 3 hours. Saturated aqueous sodium hydrogen carbonate (3 mL) and dichloromethane (5 mL) were added and the layers were separated. The aqueous layer was extracted with dichloromethane (3×3 mL) and the combined organic fractions were poured onto an SCX cartridge (Varian Bond Elut™; 10 mL/500 mg). The cartridge was washed with methanol (4×2 mL), then eluted with methanolic ammonia (2M, 2×2 mL). The solvent was evaporated under reduced pressure to give the title compound as a colorless solid (8 mg, 17%). m/z (ES+) 128 (M+1).

1. customthe layers were separated
2. extractionThe aqueous layer was extracted with dichloromethane (3×3 mL)
3. additionthe combined organic fractions were poured onto an SCX cartridge (Varian Bond Elut™; 10 mL/500 mg)
4. washThe cartridge was washed with methanol (4×2 mL)
5. washeluted with methanolic ammonia (2M, 2×2 mL)
6. customThe solvent was evaporated under reduced pressure

ORD record

ord-1314d738a66749bb93084e54da55d6f0

Source dataset

uspto-grants-2006_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07105507B2