反応 #48313

反応方程式

water

4-bromobenzenamine

water

3-chloro-3-methylbut-1-yne

→

product

4-bromo-N-(2-methylbut-3-yn-2-yl)benzenamine

溶媒

diethyl ether

diethyl ether

反応条件

後処理

1. 1
   その他the reaction mixture was transferred to a seperatory funnel
2. 2
   洗浄The aqueous layer was washed 3× with EtOAc
3. 3
   乾燥dried with MgSO4
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他The crude oil was purified with by MPLC (100% DCM to 10% (91/10/1 DCM:MeOH:NH4OH))

実験手順

To a solution of 4-bromobenzenamine (4.0 g, 23 mmol), TEA (4.3 ml, 31 mmol), 2.0 ml of water, copper (0.058 g, 0.91 mmol) and copper(I) chloride (0.058 g, 0.59 mmol) in diethyl ether (9.8 ml, 20 mmol) was added 3-chloro-3-methylbut-1-yne (2.0 g, 20 mmol), dropwise. After stirring overnight, the reaction mixture was transferred to a seperatory funnel containing water and diethyl ether. The aqueous layer was washed 3× with EtOAc. The organic layers were combined, dried with MgSO4, filtered and concentrated. The crude oil was purified with by MPLC (100% DCM to 10% (91/10/1 DCM:MeOH:NH4OH)) to provide the product as an oil. MS m/z: 240 (M+2).

出典