HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24931Generated: October 26, 2026
Propargyl alcohol → 3-(4-Nitrophenyl)prop-2-yn-1-ol
https://huagongshe.com/reaction/24931
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Bromo-4-nitrobenzene | HCID 11466 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(4-Nitrophenyl)prop-2-yn-1-ol | HCID 5033713 | — |
Reaction Steps
8.55 g (0.15 mol) of propargyl alcohol and 152 ml (110 g, 1.09 mol) of triethylamine are added to a solution of 20.2 g (0.1 mol) of 4-bromonitrobenzene in 285 ml of acetonitrile. The reaction solution is heated to 100° C. 11.9 g (10 mmol) of Pd(Pph3)4 and 3.94 g (20 mmol) of copper (I) iodide are added. After 10 minutes the solvent is eliminated in vacuo and the residue taken up in ethyl acetate. It is washed with water and ammonia water, filtered through Celite and the solvent is eliminated in vacuo. The product is obtained by chromatography on silica gel (dichloromethane/methanol=10:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06855710B2 |
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| Source dataset | uspto-grants-2005_02 |
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| ORD ID | ord-7d8c42409bc3412a8e79172bc76b0462 |
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| Source note | uspto-grants-2005_02 |
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