Water → {1-Azabicyclo[3.3.1]nonan-5-yl}methanamine

Temperature

0 °C

A suspension of 1-azabicyclo[3.3.1]nonane-5-carboxamide (1.80 g, 10.7 mmol) in anhydrous tetrahydrofuran (10 mL) under nitrogen was treated (via syringe) with 1.0N lithium aluminum hydride/tetrahydrofuran (25 mL, 25 mmol), and the mixture was refluxed for 4 hours and cooled (0° C.). The mixture was treated carefully dropwise sequentially with water (1 mL), 15% sodium hydroxide (1 mL), and water (3 mL). Ether (50 mL) was added, the mixture was filtered through Celite, and the filter cake was washed with ether. The filtrate was concentrated in vacuo to afford 1.27 g (77%) of colorless oil.

1. temperaturethe mixture was refluxed for 4 hours
2. filtrationthe mixture was filtered through Celite
3. washthe filter cake was washed with ether
4. concentrationThe filtrate was concentrated in vacuo

ORD record

ord-0445a3a91b3b46b584c36be6a9648625

Source dataset

uspto-grants-1993_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05244907