تفاعل #162555

معادلة التفاعل

3,5-Dichloro-2-ethylquinoxaline

1,3-dibromo-5,5-dimethylhydantoin

benzoyl peroxide

→

2-(1-bromoethyl)-3,5-dichloroquinoxaline

المردود 129.0%

المذيبات

CCl4

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe resulting suspension was heated
2. 2
   درجة الحرارةat reflux for 2 h
3. 3
   أخرىformed in the reaction vessel
4. 4
   ترشيحThe white crystals were collected by filtration
5. 5
   غسيلwashed with saturated aqueous NaHCO3 (3×5 L)
6. 6
   أخرىdried under high vacuum

الإجراء التجريبي

3,5-Dichloro-2-ethylquinoxaline (1.10 Kg, 4.84 mol) was dissolved in CCl4 (4.4 L) at rt. 1,3-dibromo-5,5-dimethylhydantoin (762 g, 2.66 mol) and benzoyl peroxide (116 g, 0.48 mol) were then added. The resulting suspension was heated at reflux for 2 h. At this time LC-MS analysis showed that the reaction was complete. After cooling to rt white crystals formed in the reaction vessel. The white crystals were collected by filtration, washed with saturated aqueous NaHCO3 (3×5 L), and dried under high vacuum to give 2-(1-bromoethyl)-3,5-dichloroquinoxaline as a white solid (1.05 Kg). 1H NMR (DMSO-d6) δ ppm 8.04-8.12 (m, 2H), 7.78-7.90 (m, 1H), 5.76-5.84 (m, 1H), 2.09 (d, J=6.7 Hz, 3H). Mass Spectrum (ESI) m/z=304.8 [(M+1) (79Br)], 306.9 [(M+1) (81Br)].

المصدر