Water → HCID 13491247, compound

Participants

Reaction Steps

To a stirred suspension 2 g. of lithium aluminum hydride (LAH) in 250 mL of tetrahydrofuran (THF) was added a slurry of 1 g. (0.003 mole) of 13-amino-6,7,8,9,10,11-hexahydro-3-hydroxy-5-methyl-5,11-methanobenzocyclodecen-12(5H)-one hydrochloride dihydrate in 50 mL of THF over a period of 1 hour. The reaction mixture was refluxed for 25 hours and then cooled and excess LAH was decomposed by careful addition of 2 mL of water. The reaction mixture was filtered and the filtrate washed with aqueous ammonium chloride, dried (anhydrous Na2SO4) and evaporated under reduced pressure to afford a white residue which was recrystallized from acetone-ethanol (5:1) to afford 500 mg (68% yield) of the title compound, mp 232°-235° C.

Provenance & Evidence