تفاعل #162567

معادلة التفاعل

3-(1-bromoethyl)-7-fluoroquinoxalin-2(1H)-one

phosphorous oxychloride

→

2-(1-bromoethyl)-3-chloro-6-fluoroquinoxaline

المردود 92.8%

ظروف التفاعل

المعالجة

1. 1
   أخرىThe mixture was hetereogeneous in the beginning of the reaction
2. 2
   workup.WAIThomogenesous black solution over 1 h
3. 3
   workup.WAITAfter 2 h
4. 4
   درجة الحرارةthe mixture was cooled to rt
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   workup.STIRRINGwater (200 ml) with stirring
7. 7
   workup.STIRRINGwith stirring
8. 8
   ترشيحThe resulting precipitate was collected by filtration
9. 9
   غسيلrinsed with water (1 L)
10. 10
    أخرىdried under high vacuum overnight

الإجراء التجريبي

A heterogeneous mixture of 3-(1-bromoethyl)-7-fluoroquinoxalin-2(1H)-one (58.86 g, 217.1 mmol) and phosphorous oxychloride (198.8 ml, 2171 mmol) in a 1 L round bottom flask was stirred at 100° C. for 2 h. The mixture was hetereogeneous in the beginning of the reaction and then homogenesous black solution over 1 h. After 2 h, the mixture was cooled to rt and concentrated under reduced pressure. To the black residue was carefully added ice (˜400 ml) in portions and then water (200 ml) with stirring. The mixture was neutralized with NH4OH (200 ml) and ice (˜200 ml) with stirring. The resulting precipitate was collected by filtration, rinsed with water (1 L), and dried under high vacuum overnight to give 2-(1-bromoethyl)-3-chloro-6-fluoroquinoxaline (58.31 g, 92.8% yield) including 3-chloro-2-(1-chloroethyl)-6-fluoroquinoxaline as a brown solid.

المصدر