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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82788Generated: October 31, 2026

Carbon tetrabromide → (4-(2-Bromoethyl)-3,5-difluorophenoxy)triisopropylsilane

https://huagongshe.com/reaction/82788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(2,6-Difluoro-4-(triisopropylsilyloxy)phenyl)ethanolHCID 68228385—
SolventDichloromethaneHCID 6344—
Product(4-(2-Bromoethyl)-3,5-difluorophenoxy)triisopropylsilaneHCID 6800457867.1%

Reaction Steps

PPh3 (1.11 g, 4.24 mmol) was added to a cooled (0° C.) solution of CBr4 (0.92 g, 237 mmol) in DCM (15 mL). After stirring for 15 minutes, a solution of PMW04155 (0.70 g, 2.12 mmol) in DCM (5 mL) was added and the reaction mixture was stirred for 1 h, then allowed to warm to room temperature and stirred for 2 h. The solvent was removed in vacuo and the residue was purified using the Combiflash system (EtOAc/PE) to give the title compound (0.56 g, 67%) as a colourless oil; 1H NMR (270 MHz, CDCl3) 1.05-1.32 (21H, m, 6×CH3,3×CH), 3.13 (2H, t, J=7.7, CH2), 3.48 (2H, t, J=7.7, CH2), 6.34-6.45 (2H, m, ArH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846737B2
Source datasetuspto-grants-2014_09
ORD IDord-4ce4c439488f4cbaa115d6f9b4dbd859
Source noteuspto-grants-2014_09