HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 64417Erstellt: 25. Oktober 2026
Toluene → ethyl (2E)-3-(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)acrylate
https://huagongshe.com/reaction/64417
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Toluene | HCID 1140 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 2-Bromo-N-(tert-butoxycarbonyl)benzylamine | HCID 7018300 | — |
| Edukt | (E)-Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate | HCID 23553751 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | ethyl (2E)-3-(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)acrylate | HCID 86713427 | 38,6% |
Reaktionsschritte
A mixture of 1 g of tert-butyl (2-bromobenzyl)carbamate, 1.12 g of ethyl (2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate, 16 mg of palladium acetate, 72 mg of dicyclohexyl(2′,6′-dimethoxybiophenyl-2-yl)phosphine, 1.5 g of potassium phosphate, and 20 mL of toluene was stirred at 100° C. for 5 days. To the reaction mixture was added ether, followed by filtration through silica gel. The filtrate was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography to obtain 412 mg of ethyl (2E)-3-(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)acrylate.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09447090B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-52bab543b59d45a5b32662ed568d4b3a |
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| Quellennotiz | uspto-grants-2016_09 |
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