Dichloromethane → Furo[3,2-c]pyridine,2-(bromomethyl)-,hydrochloride

Participants

Reaction Conditions

Reaction Steps

A stirred suspension of furo[3,2-c]pyridin-2-ylmethanol (Preparation 4, 1.47 g, 9.9 mmol) in anhydrous CH2Cl2 (60 mL) was treated with CBr4 (4.90 g, 14.8 mmol). The mixture was cooled down to 0° C., before being treated with PPh3 (3.88 g, 14.8 mmol). After 2 h at 20° C., the reaction was filtered, then the filtrate was diluted with CH2Cl2 (50 mL), before being washed with saturated aqueous NaHCO3 (2×50 mL) and H2O (50 mL). The CH2Cl2 solution was extracted with 2 M HCl (3×50 mL), then the combined HCl extracts were evaporated to furnish the title compound: m/z (ES+)=211.9, 213.9 [M+H]+.

Provenance & Evidence