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HRID 557973作成日:2026年10月26日

Tetrahydrofuran → Benzyl 3-(1,1-dimethylprop-2-en-1-yl)-3-hydroxypyrrolidine-1-carboxylate

https://huagongshe.com/reaction/557973

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物2-Butene, 1-bromo-3-methyl-HCID 70092—
反応物1-N-Cbz-3-pyrrolidinoneHCID 561203—
触媒ZincHCID 23994—
溶媒Ammonium ChlorideHCID 25517—
生成物Benzyl 3-(1,1-dimethylprop-2-en-1-yl)-3-hydroxypyrrolidine-1-carboxylateHCID 66662637—

反応手順

To a suspension of benzyl 3-oxopyrrolidine-1-carboxylate (4.50 g, 0.0205 mol) and 4-bromo-2-methyl-2-butene (4.75 mL, 0.0412 mol) in 25.0 mL of saturated ammonium chloride and tetrahydrofuran (4.75 mL, 0.0586 mol) was added zinc (2.70 g, 0.0412 mol) at rt. Soon after stirring was started, gas and heat were evolved. After 45 min., the resulting light grey mixture was filtered through celite. Layers of the filtrate were separated and the aqueous layer of the filtrate was extracted with EtOAc. The organic layers were combined, washed with brine, dried and evaporated in-vacuo. The residue was purified on silica gel, eluting with 0 to 40% EtOAc in hexane, to give the desired product. LCMS (M+Na) 290.2.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08058288B2
出典データセットuspto-grants-2011_11
ORD IDord-65b6b597bfa9482c91ad92277f821fd0
出典メモuspto-grants-2011_11