HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilylacetylene → tert-Butyl 4-((trimethylsilyl)ethynyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | tert-Butyl 2-bromobenzoate | HCID 3804415 | — |
| Reactant | Water methylene chloride | HCID 21908982 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | tert-Butyl 4-((trimethylsilyl)ethynyl)benzoate | HCID 13965007 | 74% |
Reaction Steps
51.4 g of Bromobenzoic acid tert.-butyl ester, 21.6 g of trimethylsilylacetylene, 1.4 g of (Ph3P)2PdCl2 in 400 ml of absolute acetonitrile and 100 ml of triethylamine are stirred under reflux for 8 hours in an atmosphere of nitrogen. After the reaction product has been worked up with CH2Cl2 /H2O and distilled, 40.6 g of 4-(trimethylsilylethinyl)-benzoic acid tert.-butyl ester are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05068300 |
| Source dataset | uspto-grants-1991_11 |
| ORD ID | ord-eee2de486c8f4e54bde9c82d3a19703a |
| Source note | uspto-grants-1991_11 |