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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247649Generated: October 29, 2026

[(5-Bromothiophen-2-yl)methoxy](tert-butyl)dimethylsilane → 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)thiophene-2-carbonitrile

https://huagongshe.com/reaction/2247649

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(5-Bromothiophen-2-yl)methoxy](tert-butyl)dimethylsilaneHCID 14435323—
ReactantHCID 178418260HCID 178418260—
Product5-({[t-Butyl(dimethyl)silyl]oxy}methyl)thiophene-2-carbonitrileHCID 68522822—

Reaction Steps

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 3 (3a) using [(5-bromo-2-thienyl)methoxy]t-butyldimethylsilane (2.4 g, 7.8 mmol) [reference literature: Tetrahedron, vol. 39, 2531 (1983)] and copper cyanide (1.3 g, 14 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:50 to 1:7) as the eluent to afford the title compound (1.1 g) in a yield of 56% as a white crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687491B2
Source datasetuspto-grants-2010_03
ORD IDord-01fb5a0dc34e4a60b6dc5787ba8bfeb7
Source noteuspto-grants-2010_03