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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080577Generated: October 30, 2026

Triethyl Phosphate → HCID 178447754, compound

https://huagongshe.com/reaction/1080577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl PhosphateHCID 6535—
ReactantMagnesiumHCID 5462224—
ReactantHCID 123524839HCID 123524839—
ReactantHCID 178505507HCID 178505507—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178447754HCID 17844775467.6%

Reaction Steps

24.9 g (0.1 mol) of 1-bromo-4-n-pentyl-4-silacyclohexane was dripped into a mixture of 2.5 g (0.11 mol) of magnesium and 300 ml of THF to obtain a Grignard's reagent. This solution was then dripped into a 500 ml THF solution of 0.5 g of triethyl phosphate, 0.1 g of copper (I) iodide and 36.1 g (0.1 mol) of 4-(trans-4-(2-bromoethyl)cyclohexyl)-4'-fluorobiphenyl. After a conventional after treatment, 4-(trans-4-(2-(trans-4-n-pentyl-4-silacyclohexyl)ethyl)cyclohexyl)-4'-fluorobiphenyl was obtained. The silacyclohexane rings of the product were a mixture of trans isomers and cis isomers. They were separated by means of chromatography to obtain 30.5 g (yield 67.6%) of the trans isomer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05582764
Source datasetuspto-grants-1996_12
ORD IDord-c9c832493d764e1b8f5d97af79445d11
Source noteuspto-grants-1996_12