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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2647Generated: October 25, 2026

Dimethylformamide → 4-(4-n-Heptyl-4-phenyl-4-silacyclohexyl)-1-(2-methylbutyl)-2,6-difluorobenzene

https://huagongshe.com/reaction/2647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantLithium ChlorideHCID 433294—
Reactant(2,6-Difluoro-4-(4-n-heptyl-4-phenyl-4-silacyclohexyl)phenyl) trifluoromethanesulfonateHCID 54424949—
CatalystZincchlorideHCID 3007855—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product4-(4-n-Heptyl-4-phenyl-4-silacyclohexyl)-1-(2-methylbutyl)-2,6-difluorobenzeneHCID 18935873140.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

3.0 g (20 mmols) of (S)-1-bromo-2-methylbutane was dropped in a mixture of 0.5 g (21 mmols) of magnesium and 50 ml of THF to obtain a Grignard reagent. This reagent was dropped in 20 ml of a THF solution of 2.8 g (20 mmols) of zinc chloride to obtain an organizing reagent. Subsequently, the solution was dropped in a mixture of 10.7 g (20 mmols) of (2,6-difluoro-4-(4-n-heptyl-4-phenyl-4-silacyclohexyl)phenyl) trifluoromethanesulfonate, 100 mg of tetrakis(triphenylphosphine)palladium (0), 500 mg of lithium chloride and 50 ml of N,N-dimethylformamide, and agitated at 50° C. for 8 hours. The reaction mixture was after-treated by a usual manner and purified through chromatography to obtain 6.4 g (yield: 70%) of 4-(4-n-heptyl-4-phenyl-4-silacyclohexyl)-1-(2-methylbutyl)-2,6-difluorobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05730902
Source datasetuspto-grants-1998_03
ORD IDord-46318b77785946d0ac36cbc991b8c83d
Source noteuspto-grants-1998_03