Methanol → HCID 86749597, compound

Participants

Reaction Steps

Following the general procedure described in Example 49, trans-2-benzoyl-6-hydroxy-6-(4'-methoxyphenyl)decahydroisoquinoline (219 mg, 0.6 mmol) and lithium aluminum hydride (0.14 g, 3.6 mmol) were reacted in anhydrous THF (10 mL). Column chromatography (chloroform: methanol::9:1) afforded the product, a solid (158 mg): mp 38°-40° C.; NMR (CDCl3, 200 MHz): 7.4 (d, 2H, J=8), 7.35-7.2 (m, 5H), 6.85 (d, 2H, J=8), 3.8 (s, 3H), 3.55 (s, 2H), 2.95 (br d, 1H, J=10), 2.85 (br d, 1H, J=10), 2.05 (br t, 1H, J=8), 1.85-1.7 (m, 4H), 1.6-1.3 (m, 7H); HRMS: Calcd: 351.2198, Found: 351.2193.

Provenance & Evidence