3-(Tetrahydro-furan-2-yl)-acrylonitrile → 3-(Tetrahydrofuran-2-yl)propan-1-amine

Raney Ni (approx 1 mL) was added to 3-(tetrahydro-furan-2-yl)-acrylonitrile (0.43 g, 3.5 mmol) in THF (6 mL), the mixture was evacuated then charged with 1 atm H2 (balloon) then stirred overnight. The mixture was recharged with Raney Ni (1 mL) and H2 and stirring was continued an additional 24 hour, until no starting material was evident via TLC. The reaction contents were filtered through a celite plug, that was thoroughly rinsed with MeOH, solvents removed to yield 3-(Tetrahydro-furan-2-yl)-propylamine (51% yield). ESI-MS (m/z) 130 [M+H]+.

1. customthe mixture was evacuated
2. additionthen charged with 1 atm H2 (balloon)
3. stirringstirring
4. waitwas continued an additional 24 hour, until no starting material
5. customThe reaction contents
6. filtrationwere filtered through a celite plug, that
7. washwas thoroughly rinsed with MeOH, solvents
8. customremoved

ORD record

ord-2ddd2bd9f72c448aa2b9c8b405b6cdd3

Source dataset

uspto-grants-2006_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07037916B2