HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 397911Erstellt: 25. Oktober 2026
Thionyl Chloride → 3-Bromo-5-(chloromethyl)pyridine
https://huagongshe.com/reaction/397911
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | (5-Bromo-3-pyridinyl)methanol | HCID 2784733 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | 3-Bromo-5-(chloromethyl)pyridine | HCID 11701259 | 99% |
Reaktionsschritte
To a cooled solution of thionylchloride (41 ml, 344 mmol) at 0° C. was added cautiously (highly exothermic) portionwise (5-bromo-pyridin-3-yl)-methanol (10 g, 44.5 mmol). After complete addition the mixture was heated to reflux for 1 h to complete the reaction. After cooling, ether (50 ml) was added and the mixture cooled to 4° C. The precipitated solid was filtered off and washed with cold ether then dried at 50° C. under vacuum for 2 h to afford the title compound (9.1 g, 84%) as a light yellow solid. MS: m/e=206.9 (M+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06610723B2 |
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| Quelldatensatz | uspto-grants-2003_08 |
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| ORD ID | ord-90298f058b62449097b79ad1e1968aa7 |
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| Quellennotiz | uspto-grants-2003_08 |
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