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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 69086Erstellt: 23. Oktober 2026

Hydrogen Bromide → Methyl 5-(bromomethyl)-4-methylthiophene-2-carboxylate

https://huagongshe.com/de/reaction/69086

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrogen BromideHCID 260—
EduktFormaldehydeHCID 712—
EduktSulfuric AcidHCID 1118—
EduktMethyl 4-methylthiophene-2-carboxylateHCID 2777593—
KatalysatorZinc bromideHCID 10421208—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 5-(bromomethyl)-4-methylthiophene-2-carboxylateHCID 67235212—

Reaktionsschritte

To a solution of methyl 4-methylthiophene-2-carboxylate (2.7 g, 6.4 mmol) in dichloromethane (20 mL) is added 48% aq. HBr (12 mL), H2SO4 (6 mL), ZnBr2 (5.4 g), and HCHO (2.2 mL, 37%) at 0-5° C. The mixture is stirred at room temperature for 16 hours. The solution is diluted with water, extracted with dichloromethane, washed with NaHCO3 solution, saturated brine solution, water, dried over sodium sulfate, and concentrated to give the title compound as an off white solid (3.5 g, 81%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822486B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-75a3a1029acb46478cf275d50c0806ed
Quellennotizuspto-grants-2014_09