Hydrochloric Acid → HCID 53908312, compound

Participants

Reaction Steps

The material from step 33a above (12.28 g ) was dissolved in 100 mL of diethylene glycol. KOH (11.20 g, 200 mmol) was added and dissolved. Hydrazine hydrate (8.25 mL, 170 mmol) was added, and the reaction was heated to gentle reflux for 18 hours. After cooling, the reaction was diluted with water, neutralized with 66 mL of 3 N HCl and extracted with 3×100 mL of hexane. The extract was dried over MgSO4, filtered through a pad of silica gel and evaporated on a rotary evaporator to give 6.58 g of the title product. NMR (CDCl3) δ:1.21 (m, 2H), 1.61 (m, 4H), 1.81 (m, 2H), 2.14 (septet, 1H), 2.81 (d, 2H), 6.79 (dd, J=4 Hz, 1H), 6.91 (dd, J=4, 5 Hz, 1H), 7.11 (dd, J=1, 5 Hz, 1H).

Provenance & Evidence