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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1611992Generated: November 1, 2026

Sodium hydride → HCID 22252390, compound

https://huagongshe.com/reaction/1611992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant5-Bromo-1,2,3-trimethoxybenzeneHCID 75885—
ReactantTris(propan-2-yl)silanethiolHCID 3435097—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22252390HCID 22252390—

Reaction Steps

1.12 g of sodium hydride are added to a solution of 5 g of triisopropylsilanethiol in 100 ml of tetrahydrofuran. When the evolution of hydrogen has ceased, 2.4 g of Pd(PPh3)4, 100 ml of toluene and 6.9 g of 1-bromo-3,4,5-trimethoxybenzene are added, and the reaction mixture is refluxed for 2 hours, and then evaporated in vacuo. Chromatography over silica gel eluted with a mixture of CH2Cl2/heptane (70/30) enables the expected product to be isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06992085B2
Source datasetuspto-grants-2006_01
ORD IDord-9464ce1499694ed2bd49aa6ecc06afdd
Source noteuspto-grants-2006_01