Phosphorus oxychloride → 2-(1-Bromoethyl)-3-chloro-6-fluoroquinoxaline

温度

100 °C

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.

1. customThe mixture was hetereogeneous in the beginning of the reaction
2. waithomogenesous black solution over 1 h
3. waitAfter 2 h
4. temperaturethe mixture was cooled to rt
5. concentrationconcentrated under reduced pressure
6. stirringwater (200 ml) with stirring
7. stirringwith stirring
8. filtrationThe resulting precipitate was collected by filtration
9. washrinsed with water (1 L)
10. customdried under high vacuum overnight

ORDレコード

ord-7424f2ef061f47c09f709f93acabcff4

出典データセット

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08835432B2