Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 397911Erstellt: 25. Oktober 2026

Thionyl Chloride → 3-Bromo-5-(chloromethyl)pyridine

https://huagongshe.com/reaction/397911

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
Edukt(5-Bromo-3-pyridinyl)methanolHCID 2784733—
LösungsmittelDiethyl EtherHCID 3283—
Produkt3-Bromo-5-(chloromethyl)pyridineHCID 1170125999%

Reaktionsbedingungen

Temperatur4 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06610723B2
Quelldatensatzuspto-grants-2003_08
ORD IDord-90298f058b62449097b79ad1e1968aa7
Quellennotizuspto-grants-2003_08