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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645458Generated: October 27, 2026

Water → Trimethyl(2,3,2'-trifluoro-4'-iodobiphenyl-4-yl)silane

https://huagongshe.com/reaction/1645458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,2-DiiodoethaneHCID 12224—
Reactant(4'-Bromo-2,3,2'-trifluorobiphenyl-4-yl)trimethylsilaneHCID 11462508—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Solventtert-Butyl methyl etherHCID 15413—
ProductTrimethyl(2,3,2'-trifluoro-4'-iodobiphenyl-4-yl)silaneHCID 1130430084%

Reaction Steps

30 ml (48 mmol) of 1.6 M BuLi are added dropwise at −78° C. to a solution of 15.8 g (44 mmol) of 7 in 132 ml of dry THF. After 15 minutes, 16 g (57.2 mmol) of 1,2-diiodoethane are added as solid, and the mixture is allowed to warm to room temperature over the course of 1 hour. Water and methyl tert-butyl ether are subsequently added. The organic phase is washed with water, sat. Na2S2O5 and sat. NaCl, dried over MgSO4 and filtered through SiO2. The solvent is removed under reduced pressure, petroleum ether is added to the oily residue, and the product is recrystallised at −25° C. (yield: 84%, m.p. 76.0° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124817B2
Source datasetuspto-grants-2012_02
ORD IDord-422ed40b8542448883b6768c454c4bcb
Source noteuspto-grants-2012_02