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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784948Generated: October 30, 2026

Trimethylsilylacetylene → HCID 68960082, compound

https://huagongshe.com/reaction/1784948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactanttert-Butyl 3-bromobenzylcarbamateHCID 11033439—
SolventTriethylamineHCID 8471—
ProductHCID 68960082HCID 6896008267%

Reaction Conditions

Temperature90 °C

Reaction Steps

To tert-butyl 3-bromobenzylcarbamate (220 mg, 1 mmol) in triethylamine (3 ml), trimethylsilyl acetylene (147 mg, 1.5 mmol) was added followed by cuprous iodide (8 mg, 0.04 mmol). After stirring for 5 min, dichloro bis (triphenylphosphine) palladium (II) (35 mg, 0.05 mmol) was added and the reaction mixture was heated at 90° C. for 18 h. Then the reaction mixture was filtered, diluted with ethyl acetate and washed with water. Organic layer was dried, evaporated and the crude residue was purified by column chromatography to obtain tert-butyl 3-((trimethylsilyl)ethynyl)benzylcarbamate in 67% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504420B2
Source datasetuspto-grants-2009_03
ORD IDord-5eef4eb17fbb40088589f2c56bbf1698
Source noteuspto-grants-2009_03