Reaction HRID 1578467

Participants

Reaction Steps

To a stirred solution of 268 grams (1.3 moles) of II in 1.5 liters of ethanol and 1.5 liters of concentrated hydrochloric acid, 850 grams (4.5 moles) of stannous chloride was added in portions, the mixture being maintained at 50°-60° by heating. The mixture was held at 60° for 2 hours after the last of the stannous chloride had been added. The resulting mixture was concentrated under reduced pressure (25 torr., 75°-85°), then poured over ice and water and neutralized to a pH of 5-6 with sodium hydroxide solution. The resulting suspension was extracted repeatedly with ether. The combined ether extracts were dried, filtered and then treated with dry hydrogen chloride to give 95 grams (34% yield) of III, as a light-tan crystalline solid, melting with decomposition at 177°-178°.

Provenance & Evidence