反应详情

温度

20 °C

A slurry of 8.0 g (0.045 moles) of 2-acetoxy-5-nitroindan in 25 ml of absolute ethanol and 32 ml of concentrated hydrochloric acid was treated over 1 hr with a solution of 24 g (0.11 moles) of stannous chloride in 32 ml of absolute ethanol, with water bath cooling to maintain T=20°C. The mixture was stirred for 1 day at room temperature, diluted with 100 ml of water and extracted twice with ether. The aqueous phase was basified with 10% sodium hydroxide until the hydroxides redissolved, then extracted with chloroform, dried (sodium sulfate) and evaporated to an oil which crystallized to 3.9 g (82%) 5-amino-2-hydroxyindan, the hydrochloride of which had mp 237°-239° after one crystallization from ether-methanol isopropanol.

1. temperaturecooling
2. extractionextracted twice with ether
3. dissolutionredissolved
4. extractionextracted with chloroform
5. dry with materialdried (sodium sulfate)
6. customevaporated to an oil which
7. customcrystallized to 3.9 g (82%) 5-amino-2-hydroxyindan
8. customafter one crystallization from ether-methanol isopropanol