HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-3-chloropropane → 5-Hexyloxy-2-[4-(3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-3-chloropropane | HCID 8006 | — |
| Reactant | 3-(2-(2-(Trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-1-chloropropane | HCID 21225348 | — |
| Reactant | 5-Hexyloxy-2-(4-hydroxyphenyl)pyrimidine | HCID 136174430 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Hexyloxy-2-[4-(3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine | HCID 21225323 | — |
Reaction Steps
The title compound was prepared essentially as in Example 1 by combining 3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-1-chloropropane (4.5 g, 11.7 mmol; prepared by combining 1-bromo-3-chloropropane with 3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethanol) with 5-hexyloxy-2-(4-hydroxyphenyl)pyrimidine (3.0 g, 11.0 mmol). The resulting product was isolated by addition of water (50 mL) to the reaction mixture, followed by filtration and recrystallization from ethanol. The recrystallized precipitate was dried at about 130° C., and the resulting product was further purified by distillation using a Kugelrohr apparatus (b.p. 180-183° C. at 0.1 torr; yield of 3.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05928562 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-0ef4cc4a525c4ca1b8ed3991a25b6877 |
| Source note | uspto-grants-1999_07 |