反应详情

温度

0 °C

A solution of 2-amino-1-(4-chloro-phenyl)-3-cyclopentyl-propan-1-one O-methyl-oxime (420 mg, 1.567 mmol) in diethyl ether (3 mL) was added dropwise to a slurry mixture of lithium aluminumhydride (307 mg, 7.835 mmol) in diethyl ether (30 mL) cooled to 0° C. At the end of addition, the icebath was removed and the reaction was stirred at room temperature for 3 h. The reaction mixture was cooled to 0° C. and aqueous solution of sodium chloride was added to quench the excess lithium aluminumhydride. Sodium hydroxide solution was added and the biphasic mixture was stirred for 1 h. The product was extracted with diethyl ether (3×30 mL). The ethereal extracts were washed with brine and dried over anhydrous sodium sulfate. Evaporation of the solvent gave 1-(4-chloro-phenyl)-3-cyclopentyl-propane-1,2-diamine as yellow oil (362.7 mg, 96%, 4.3:1.0 ratio of cis:trans). The crude product was used without further purification.

1. additionAt the end of addition
2. customthe icebath was removed
3. temperatureThe reaction mixture was cooled to 0° C.
4. additionaqueous solution of sodium chloride was added
5. customto quench the excess lithium aluminumhydride
6. additionSodium hydroxide solution was added
7. stirringthe biphasic mixture was stirred for 1 h
8. extractionThe product was extracted with diethyl ether (3×30 mL)
9. washThe ethereal extracts were washed with brine
10. dry with materialdried over anhydrous sodium sulfate
11. customEvaporation of the solvent