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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809809Generated: October 29, 2026

Bromotrimethylsilane → 1-Bromomethyl-2-(3-methoxy-propoxy)-benzene

https://huagongshe.com/reaction/1809809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromotrimethylsilaneHCID 76113—
Reactant[2-(3-Methoxy-propoxy)-4-methyl-phenyl]-methanolHCID 67542816—
SolventChloroformHCID 6212—
Product1-Bromomethyl-2-(3-methoxy-propoxy)-benzeneHCID 59382349110.3%

Reaction Steps

To a solution of the title C compound, [2-(3-methoxy-propoxy)-4-methyl-phenyl]-methanol (300 mg, 1.4 mmol) in 5 mL of chloroform is added trimethylbromosilane (0.28 mL, 2.1 mmol), with stiffing at room temperature. After 2 h the solvent is evaporated off and the crude residue is purified by flash column chromatography on silica gel (hexane/EtOAc 1/1) to afford the title compound as a colorless oil (0.4 g). Rt (HPLC, Nucleosil C18, 10:90-100:0 CH3CN/H2O+0.1% TFA within 5 min, then 100% CH3CN+0.1% TFA): 4.70 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362040B2
Source datasetuspto-grants-2013_01
ORD IDord-ce9836561fc24128ae487e09217c6b82
Source noteuspto-grants-2013_01