HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 424798Erstellt: 25. Oktober 2026
Tributylphosphine → 1-{4-[3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-ylmethoxy]-2-methyl-phenyl}-ethanone
https://huagongshe.com/reaction/424798
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Tributylphosphine | HCID 13831 | — |
| Edukt | 4-Hydroxy-2-methylacetophenone | HCID 70133 | — |
| Edukt | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Edukt | (1-(2,6-dichlorophenyl)-4-isopropyl-1H-1,2,3-triazol-5-yl)methanol | HCID 45790389 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-{4-[3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-ylmethoxy]-2-methyl-phenyl}-ethanone | HCID 66704054 | 63% |
Reaktionsschritte
To a 0° C. suspension of 4′-hydroxy-2′-methylacetophenone (969 mg, 6.45 mmol), [3-(2,6-Dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-yl]-methanol (1.85 g, 6.45 mmol), tri-n-butylphosphine (2.42 ml, 9.73 mmol) in toluene (20 mL) is added ADDP (2.46 g, 9.73 mmol). The reaction mixture is warmed to room temperature and stirred overnight. The reaction mixture is concentrated and the residue is chromatographed eluting with 0% to 30% EtOAc/Hex to yield the title compound (1.71 mg, 63%). 1H NMR (400 MHz, CDCl3) δ 7.75 (dd, 1H, J=8.5, 2.1 Hz), 7.72 (d, 1H, J=1.3 Hz), 7.49 (d, 1H, J=2.2 Hz), 7.47 (s, 1H), 7.41 (dd, 1H, J=9.2, 6.6 Hz), 6.78 (d, 1H, J=8.4 Hz), 4.99 (s, 2H), 3.22 (sept, 1H, J=7.0 Hz), 2.52 (s, 3H), 2.06 (s, 3H), 1.46 (d, 6H, J=7.0 Hz).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08106077B2 |
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| Quelldatensatz | uspto-grants-2012_01 |
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| ORD ID | ord-e907547d825d4b7fb4dac26acb048816 |
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| Quellennotiz | uspto-grants-2012_01 |
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