Antiinflammatory Acenaphthene Derivatives (MgSOi), and the solvent was removed to yield 1.28 g of 25, a yellowish oil, ir (neat) 2110 cm-1 (azide). A soln of LAH (0.570, 15.0 mmoles) in 25 ml of anhyd Et20 was refluxed for 2 hr after which the crude azide 25 in 50 ml of anhyd Et20 was added at such a rate as to maintain reflux. The reaction mixt was refluxed for 2 hr after which "wet" Et20 followed by H20 was added to decomp the excess LAH. The aq layer was extd several times with Et20 and the combined Et20 fractions were washed with H20 and satd NaCl soln and dried (MgSOi), and the solvent was removed to yield a colorless oil, 1.525 g. Chromatog on silica gel, eluting with 5% MeOH-CHCU, afforded a colorless oil, 0.850 g. Formation of the HC1 salt and recrystn (EtOH-Et20) afforded 0.567 g (51%) of 23, mp 132-134°. en/¿/wo-2-Amino-3-(3,4-dihydroxyphenyl)butane -HC1(3).-To ery