Hydrochloric Acid → HCID 67706197, compound

Participants

Reaction Steps

To a suspension of 1.52 g of trans-1,2,3,4-tetrahydro-6,7-dimethoxy-1-(5-methyl-2-thiophenyl)-2-nitro-naphthalene (4.5 mmol), from step 1c above, in 40 mL of 95% ethanol and 12 mL of 6 N HCl was added 2.97 g of Zn dust (45 mmol), added in four portions. The mixture was stirred at room temperature for 30 min, filtered, and the flitrate concentrated to half the original volume, then extracted with methylene chloride after addition of aqueous sodium bicarbonate solution. The organic extract was dried over Na2SO4 and concentrated to yield 1.35 g of the title product. MS (M+H)+ : 304. NMR (CDCl3) δ:6.70 (d, 1H, J=3 Hz), 6.60 (bs, 2H), 6.46 (s, 1H), 3.88 (d, 1H, J=8 Hz), 3.85 (s, 3H), 3.69 (s, 3H), 3.18 (m, 1H), 2.92-2.78 (m, 2H), 2.43 (s, 3H), 2.12-2.04 (m, 1H), 1.78-1.64 (m, 1H).

Provenance & Evidence