HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 225718Generated: October 25, 2026
Triphenylarsine → 4-Methanesulfonyl-biphenyl-2-carboxylic acid methyl ester
https://huagongshe.com/reaction/225718
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 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methanesulfonyl-biphenyl-2-carboxylic acid methyl ester | HCID 57753217 | 99% |
Reaction Steps
A mixture of 3.53 mmol 2-Iodo-5-methanesulfonyl-benzoic acid methyl ester, 3.88 mmol Phenyltri-n-butyltin, 0.25 mmol Tris(dibenzylideneacetone)dipalladium(0), 0.35 mmol Triphenylarsine and 1.62 mmol Copper iodide 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 (99%) as an off-white crystalline solid. MS (m/e): 291.0 (MH+, 100%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07557114B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-080b43447f2e4e1ea5a6295673c01f4d |
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| Source note | uspto-grants-2009_07 |
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