反应详情

1-(1-aminopropyl)-1-propylcyclopent-3-ene (63, 1.4 g, 8.25 mmol) was dissolved in THF (15 mL) at 0° C. under argon. Borane (9.1 mL, 9.07 mmol, 1M in THF) was added dropwise over 10 minutes. The reaction mixture was allowed to warm to room temperature before stirring overnight. After cooling to 0° C., water was added (4 mL), followed by hydrogen peroxide (5.8 mL, 30% solution in water) and sodium hydroxide solution (9.1 mL, 1M aqueous solution). After stirring for 5 minutes the mixture was extracted with ethyl acetate, dried over sodium sulphate and evaporated to give 1.54 g of desired product as a mixture of isomers. Rt=0.81, 0.84, 0.88 min (Method M). Detected mass: 186.2 (M+H+).

1. temperatureAfter cooling to 0° C.
2. stirringAfter stirring for 5 minutes the mixture
3. extractionwas extracted with ethyl acetate
4. dry with materialdried over sodium sulphate
5. customevaporated