Acetonitrile → 5-Hexyloxy-2-[4-(5-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)pentyloxy)phenyl]pyrimidine

A 500 mL flask was charged with 5-(2-(2 -(nonafluorobutoxy)tetrafluoroethoxy)-2,2 -difluoroethoxy)-l-bromopentane (18.6 g, 32 mmol; prepared from 1,5-dibromopentane and 2-(2 -(nonafluorobutoxy)tetrafluoroethoxy)-2,2 -difluoroethanol), 5-hexyloxy-2-(4 -hydroxyphenyl)pyrimidine (8.0 g, 29.4 mmol), potassium carbonate (5.4 g, 39 mmol), and acetonitrile (200 mL), and the resulting mixture was stirred and refluxed overnight under nitrogen. Toluene (150 mL) and water (150 mL) were added to the refluxed mixture. The resulting toluene layer was collected and residual water removed by distillation using a Dean-Stark apparatus. The toluene layer was then filtered through a pad of silica gel and the toluene removed under reduced pressure. The crude product was further purified by distillation using a Kugelrohr apparatus (b.p. 210°- 25° C. at 0.3 torr)

1. temperaturerefluxed overnight under nitrogen
2. customThe resulting toluene layer was collected
3. customresidual water removed by distillation
4. filtrationThe toluene layer was then filtered through a pad of silica gel
5. customthe toluene removed under reduced pressure
6. distillationThe crude product was further purified by distillation

ORDレコード

ord-7aaaae84e7c14c7d80b48ffdd107cef4

出典データセット

uspto-grants-1999_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05855812