HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374238Generated: November 1, 2026
Triphenylarsine → 4-Methanesulfonyl-biphenyl-2-carboxylic acid methyl ester
https://huagongshe.com/reaction/2374238
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylarsine | HCID 11773 | — |
| Reactant | Tributylphenyltin | HCID 607632 | — |
| Reactant | Methyl 2-iodo-5-(methylsulfonyl)benzoate | HCID 59853752 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | Tris(dibenzylideneacetone) dipalladium | HCID 9832798 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methanesulfonyl-biphenyl-2-carboxylic acid methyl ester | HCID 57753217 | 99.5% |
Reaction Steps
A mixture of 2-Iodo-5-methanesulfonyl-benzoic acid methyl ester (1.20 g, 3.53 mmol), Phenyltri-n-butyltin (1.27 ml, 3.88 mmol), Tris(dibenzylideneacetone) dipalladium(0) (226 mg, 0.25 mmol), Triphenylarsine (108 mg, 0.35 mmol) and Copper iodide (309 mg, 1.62 mmol) in N,N-Dimethylformamide (30 ml) was heated at 90° C. for 16 hours. The mixture was cooled to room temperature and concentrated in vacuo. The residue was chromatographed over SiO2 (ethyl acetate/heptane gradient) to provide the title compound (1.02 g, 99%) as an off-white crystalline solid. MS (ISP): 291.0 MH+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07462617B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-fcdd4c2aacd148789b1155dc66dd8937 |
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| Source note | uspto-grants-2008_12 |
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