HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1985245Erstellt: 23. Oktober 2026
Potassium Carbonate → 2-(4-{3-[1-(3,4-Dimethyl-benzyl)-2,5-dioxo-imidazolidin-4-yl]-propyl}-phenoxy)-2-methyl-propionic acid tert-butyl ester
https://huagongshe.com/de/reaction/1985245
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Edukt | 3,4-Dimethylbenzyl chloride | HCID 66018 | — |
| Edukt | 2-{4-[3-(2,5-Dioxo-imidazolidin-4-yl)-propyl]-phenoxy}-2-methyl-propionic acid tert-butyl ester | HCID 57718922 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-(4-{3-[1-(3,4-Dimethyl-benzyl)-2,5-dioxo-imidazolidin-4-yl]-propyl}-phenoxy)-2-methyl-propionic acid tert-butyl ester | HCID 57719087 | 53% |
Reaktionsschritte
Compound 2-{4-[3-(2,5-dioxo-imidazolidin-4-yl)-propyl]-phenoxy}-2-methyl-propionic acid tert-butyl ester (0.29 g, 0.770 mmol) in DMF (10 mL) was treated with 3,4-dimethyl benzyl chloride (0.131 g, 0.847 mmol), MgSO4 (0.185 g, 1.54 mmol) and then 325 mesh K2CO3 (0.213 g, 1.54 mmol). The resultant mixture was heated to 50° C. under N2 for 4 h. The reaction mixture was cooled and quenched with 1N HCl (8 mL) and then extracted with EtOAc and water. The organic layer was dried (MgSO4) and the solvent was removed in vacuo to give a crude product which was purified by flash chromatography using a gradient of 4:1 then 1:1 hexanes:EtOAc to afford 0.202 g (53%) 2-(4-{3-[1-(3,4-dimethyl-benzyl)-2,5-dioxo-imidazolidin-4-yl]-propyl}-phenoxy)-2-methyl-propionic acid tert-butyl ester. MS (ES+) Calc'd for C29H39N2O5 (M+1) 495. Found m/z 495 (100%). 1H NMR.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07544812B2 |
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| Quelldatensatz | uspto-grants-2009_06 |
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| ORD ID | ord-734868c9c4e345aaa51151885a371aba |
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| Quellennotiz | uspto-grants-2009_06 |
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