反応 #624019

反応方程式

cyanuric chloride

8-oxa-3-azabicyclo[3.2.1]octane hydrochloride

→

3-(4,6-dichloro-1,3,5-triazin-2-yl)-8-oxa-3-azabicyclo[3.2.1]octane

収率 60.8%

溶媒

acetone

water

NaHCO3

acetone

反応条件

後処理

1. 1
   workup.ADDITIONvia addition funnel over 15 minutes
2. 2
   ろ過filtered
3. 3
   その他to collect a white precipitate
4. 4
   洗浄The precipitate was washed with water (25 mL)
5. 5
   その他dried
6. 6
   その他The crude product was purified by column chromatography (30:70 ethyl acetate in hexanes)

実験手順

To a solution of cyanuric chloride (2.00 g, 10.85 mmoles) in acetone (20 mL) and water (10 mL) at 0° C. was added a solution of 8-oxa-3-azabicyclo[3.2.1]octane hydrochloride (1.46 g, 9.76 mmoles) in saturated aqueous NaHCO3 (25 mL) and acetone (25 mL) via addition funnel over 15 minutes. The reaction was stirred at 0° C. for 2 hours, then filtered to collect a white precipitate. The precipitate was washed with water (25 mL) and dried. The crude product was purified by column chromatography (30:70 ethyl acetate in hexanes) to provide 3-(4,6-dichloro-1,3,5-triazin-2-yl)-8-oxa-3-azabicyclo[3.2.1]octane (1.55 g) as a white solid.

出典