反应详情

1.9 g of the hydroxyimino compound of Example 7 in 5 ml of diethyl ether was added to 260 mg of lithium aluminium hydride in 25 ml of diethyl ether, and the resulting mixture was stirred at reflux temperature for 2 hours. A further 100 mg of lithium aluminium hydride was added and stirring at reflux temperature was continued for 1 hour. 0.36 ml of water was then added to the reaction mixture, followed by 0.36 ml of 15% solution of sodium hydroxide and a further 1.08 ml of water. The mixture was then filtered and evaporated to dryness. Thin layer chromatography indicated that the residue contained some unconverted starting material. The desired amine product was obtained from the residue by extracting the residue twice into dilute hydrochloric acid, washing the extracts with diethyl ether, rendering the aqueous phase alkaline by addition of dilute sodium hydroxide solution, saturating the aqueous phase with sodium chloride and extracting the amine by washing three times with diethyl ether. The combined ether extracts were dried over magnesium sulphate and evaporated to give 1.0 g (50%) of the desired product. The product was a mixture of two isomers which were shown to be separable using thin-layer chromatography on silica gel using 20% acetone in petrol as eluant.

1. temperatureat reflux temperature for 2 hours
2. stirringstirring
3. temperatureat reflux temperature
4. filtrationThe mixture was then filtered
5. customevaporated to dryness