HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784948Generated: October 30, 2026
Trimethylsilylacetylene → HCID 68960082, compound
https://huagongshe.com/reaction/1784948
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | tert-Butyl 3-bromobenzylcarbamate | HCID 11033439 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68960082 | HCID 68960082 | 67% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07504420B2 |
|---|
| Source dataset | uspto-grants-2009_03 |
|---|
| ORD ID | ord-5eef4eb17fbb40088589f2c56bbf1698 |
|---|
| Source note | uspto-grants-2009_03 |
|---|