HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → HCID 15507634, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hexyne | HCID 12732 | — |
| Reactant | 2-Bromothiazole | HCID 76430 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 15507634 | HCID 15507634 | 36% |
Reaction Steps
2-Bromothiazole (6.09 mmol, 1.0 g) was added to 40 mL of acetonitrile. CuI (1.52 mmol, 0.29 g), triethylamine (7.31 mmol, 1.01 mL) and bistriphenylphosphine palladium chloride (0.3 mmol, 0.21 g) were added and the solution degassed. Hexyne (6.09 mmol, 0.7 mL) was added and the mixture heated at refluxed overnight. Water was added followed by NaCl and ether. The layers were separated and the aqueous layer extracted with ether (4x). The organic layers were combined, dried (MgSO4), filtered and concentrated. The residue was subjected to flash chromatography (10% ethyl acetate/hexane) to afford 0.36 g (36%) of 2-(1-hexynyl)thiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05519040 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-0fa8d106ba924b8b9c6a181e86a1a791 |
| Source note | uspto-grants-1996_05 |