تفاعل #48313

معادلة التفاعل

water

4-bromobenzenamine

water

3-chloro-3-methylbut-1-yne

→

product

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

المذيبات

diethyl ether

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction mixture was transferred to a seperatory funnel
2. 2
   غسيلThe aqueous layer was washed 3× with EtOAc
3. 3
   تجفيفdried with MgSO4
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated
6. 6
   أخرىThe crude oil was purified with by MPLC (100% DCM to 10% (91/10/1 DCM:MeOH:NH4OH))

الإجراء التجريبي

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).

المصدر