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HRID 57812作成日:2026年10月27日

3,5-Dibromopyridine → 3-Bromo-5-(prop-1-en-2-yl)pyridine

https://huagongshe.com/reaction/57812

反応式

関与物質

役割名称HCID仕込み量
反応物3,5-DibromopyridineHCID 69369—
反応物Sodium Carbonate DecahydrateHCID 151402—
反応物4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolaneHCID 10997426—
反応物Potassium acetate hydrateHCID 23702041—
触媒HCID 178418807HCID 178418807—
溶媒AcetonitrileHCID 6342—
生成物3-Bromo-5-(prop-1-en-2-yl)pyridineHCID 2343680852%

反応手順

A mixture of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct; 98.0 mass %, potassium acetate hydrate (7.4997 mmol; 3.7 mL), sodium carbonate decahydrate (7.4997 mmol; 3.7 mL), Acetonitrile (15 mL) and 3,5-dibromopyridine (4.9998 mmol; 1184.4 mg) in 2-isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4.9998 mmol; 840.0 mg; 0.940 mL) in a pressure tube was heated under microwave at 120° C. for 3 min. The mixture was cooled to room temperature. The layers were separated. The aqueous layer was extracted with EtOAc. The combined organic layer was concentrated. The residue was purified on silica eluted with 0 to 10% MeOH in DCM to afford 3-bromo-5-isopropenyl-pyridine as a dark tan solid (512.6 mg, 52%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09434725B2
出典データセットuspto-grants-2016_09
ORD IDord-09526792083b4bb8a99e50999cd69c27
出典メモuspto-grants-2016_09