HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 258134Generated: October 30, 2026
Triethylamine → (4,4-Dibutylthiochroman-6-yl)(trimethylsilyl)acetylene
https://huagongshe.com/reaction/258134
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 6-Bromo-4,4-dibutylthiochroman | HCID 18322011 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Product | (4,4-Dibutylthiochroman-6-yl)(trimethylsilyl)acetylene | HCID 18321992 | — |
Reaction Steps
A mixture of 1.68 g (5.38 mmol) of 6-bromo-4,4-dibutylthiochroman (Compound 33), 0.28 g (1.5 mmol) of copper (I) iodide and 2.5 g (25 mmol) of triethylamine was degassed with argon for 15 minutes at -78° C. To the suspension was added 1.18 g (71 mmol) of (trimethylsilyl)acetylene and 0.24 g (0.35 mmol) of bis(triphenylphosphine)palladium (II) chloride. The solution was degassed with argon for an additional 5 minutes and the resulting mixture was allowed to warm to 0° C. The tube was sealed and the mixture was heated to 55° C. for 22 hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05264578 |
|---|
| Source dataset | uspto-grants-1993_11 |
|---|
| ORD ID | ord-d88400001a464628864441a96f86aa93 |
|---|
| Source note | uspto-grants-1993_11 |
|---|
