HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 241517Erstellt: 25. Oktober 2026
Water → 4-bromo-3-chloro-N-trimethylsilanylmethyl-benzamide
https://huagongshe.com/reaction/241517
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 1-(Trimethylsilyl)methylamine | HCID 87488 | — |
| Edukt | 4-Bromo-3-chlorobenzoic acid | HCID 12594302 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-bromo-3-chloro-N-trimethylsilanylmethyl-benzamide | HCID 66836699 | 100% |
Reaktionsschritte
To a suspension of 4-bromo-3-chlorobenzoic acid (25.00 g, 106.2 mmol) in CH2Cl2 (320 mL) was added N,N-dimethyl aminopyridine (1.95 g), followed by N-ethyl-N-dimethylamine propylcarbodiimide hydrochloride (22.39 g) in small portions. After 30 min at room temperature, aminomethyl trimethylsilane (11.2 g, 7.87 mL, 108 mmol) was added while maintaining the temperature at 20° C. After stirring over night, water was added and the organic layer was separated. The aqueous layer was extracted twice with CH2Cl2 and the combined organic phases were dried and evaporated in vacuum. The residue was purified by flash chromatography on silica gel to give the title compound (34.00 g, 100%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08653000B2 |
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| Quelldatensatz | uspto-grants-2014_02 |
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| ORD ID | ord-e86fb4dcd46743ff948c85722bfc7573 |
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| Quellennotiz | uspto-grants-2014_02 |
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