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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582968Generated: October 30, 2026

1-Bromo-3-chloropropane → 5-Hexyloxy-2-[4-(3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

https://huagongshe.com/reaction/582968

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
Reactant3-(2-(2-(Trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-1-chloropropaneHCID 21225348—
Reactant5-Hexyloxy-2-(4-hydroxyphenyl)pyrimidineHCID 136174430—
SolventWaterHCID 962—
Product5-Hexyloxy-2-[4-(3-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05928562
Source datasetuspto-grants-1999_07
ORD IDord-0ef4cc4a525c4ca1b8ed3991a25b6877
Source noteuspto-grants-1999_07