1,4-二氧杂-8-氮杂螺[4.5]癸烷-7-基甲胺

反应条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a suspension of the above 2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)isoindole-1,3-dione (3.85 mmol) in absolute ethanol (25 ml) was added hydrazine (0.36 ml, 11.55 mmol). The reaction was stirred at 80° C. (oil bath) for 6 hours, then cooled to ambient temperature and stirred for an additional 12 hours. The thick precipitate was filtered off and washed with ethanol. The filtrate was concentrated in vacuo and reconstituted in dichloromethane (20 ml), forming a small amount of a second precipitate, which was filtered off. The filtrate was evaporated in vacuo and the resulting oil was dissolved in water (10 ml) and basified with 1 N sodium hydroxide until pH=10. The aqueous layer was extracted with 20% isopropyl alcohol/chloroform (12×40 ml). The combined organic extracts were dried (K2CO3), filtered and the solvent evaporated in vacuo affording 0.42 g (63%) of (1,4-dioxa-8-aza-spiro[4.5]dec-7-yl)methylamine as an oil. cooled to ambient temperature stirred for an additional 12 hours The thick precipitate was filtered off washed with ethanol The filtrate was concentrated in vacuo forming a small amount of a second precipitate, which was filtered off The filtrate was evaporated in vacuo the resulting oil was dissolved in water (10 ml) The aqueous layer was extracted with 20% isopropyl alcohol/chloroform (12×40 ml) The combined organic extracts were dried (K2CO3) filtered the solvent evaporated in vacuo

反应条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a suspension of the above 2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)-isoindole-1,3-dione (3.85 mmol) in absolute ethanol (25 ml) was added hydrazine (0.36 ml, 11.55 mmol). The reaction was stirred at 80° C. (oil bath) for 6 h., then cooled to ambient temperature and stirred for an additional 12 h. The thick precipitate was filtered off and washed with ethanol. The filtrate was concentrated in vacuo and reconstituted in dichloromethane (20 ml), forming a small amount of a second precipitate which was filtered off. The filtrate was evaporated in vacuo and the resulting oil was dissolved in water (10 ml) and basified with 1N sodium hydroxide until pH=10. The aqueous layer was extracted with 20% isopropyl alcohol/chloroform (12×40 ml). The combined organic extracts were dried (K2CO3), filtered and the solvent evaporated in vacuo affording 0.42 g (63%) of (1,4-dioxa-8-aza-spiro[4.5]dec-7-yl)methylamine as an oil. cooled to ambient temperature stirred for an additional 12 h The thick precipitate was filtered off washed with ethanol The filtrate was concentrated in vacuo forming a small amount of a second precipitate which was filtered off The filtrate was evaporated in vacuo the resulting oil was dissolved in water (10 ml) The aqueous layer was extracted with 20% isopropyl alcohol/chloroform (12×40 ml) The combined organic extracts were dried (K2CO3) filtered the solvent evaporated in vacuo