HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588269Generated: October 30, 2026
Trimethylsilylacetylene → HCID 90418779, compound
https://huagongshe.com/reaction/588269
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 5-Iodoindolin-2-one | HCID 9838045 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90418779 | HCID 90418779 | — |
Reaction Steps
To a solution of 5-iodoindolin-2-one (518 mg, 2 mmol), TEA (3 ml) and CuI (38 mg) in DMF (3 ml) was added to PdCl2(PPh3)2 (70 mg). The mixture was cooled to 0° C. and a solution of TMS-acetylene (1 ml). The mixture was maintained same temperature for 3 h, then warmed to rt. After stirring for overnight, the reaction mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography to give 5-((trimethylsilyl)ethynyl)indolin-2-one (451 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09227962B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-4e581d966bb440af8cc3ea059d0962b5 |
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| Source note | uspto-grants-2016_01 |
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