HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947789Generated: November 4, 2026
Cesium carbonate → 1-(Dimethyl-phosphinoyl)-4-nitro-benzene
https://huagongshe.com/reaction/1947789
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Iodo-4-nitrobenzene | HCID 12495 | — |
| Reactant | methylphosphonoylmethane | HCID 178503022 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(Dimethyl-phosphinoyl)-4-nitro-benzene | HCID 21897912 | 36.3% |
Reaction Steps
A degassed suspension of 1-iodo-4-nitrobenzene (90 mg, 0.36 mmol), dimethylphosphane oxide (29.2 mg, 0.38 mmol), bis(dibenzylideneacetone)palladium (3.31 mg, 0.0036 mmol), XantPhos (6.27 mg, 0.0108 mmol), and Cs2CO3 (165 mg, 0.506 mmol) in dry dioxane (0.4 mL) was heated in a sealed tube at 90° C. for 4 h. The cooled mixture was filtered, the filtrate concentrated in vacuo, and the residue chromatographed over silica gel eluting with 5% MeOH in dichloromethane to afford 26 mg of dimethyl(4-nitrophenyl)phosphane oxide (yield: 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399433B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-b383c123965745289f8363c5d0d7ddf5 |
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| Source note | uspto-grants-2013_03 |
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