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HRID 9319作成日:2026年10月23日

Bromine → 5-Bromo-spiro [cyclopentane-1,3'-[3h]indol]-2'(1'h)-one

https://huagongshe.com/ja/reaction/9319

反応式

関与物質

役割名称HCID仕込み量
反応物BromineHCID 24408—
反応物1',2'-Dihydrospiro[cyclopentane-1,3'-indole]-2'-oneHCID 363343—
反応物Sodium BicarbonateHCID 516892—
反応物Sodium AcetateHCID 517045—
溶媒Acetic AcidHCID 176—
生成物5-Bromo-spiro [cyclopentane-1,3'-[3h]indol]-2'(1'h)-oneHCID 21986227105%

反応手順

A solution of spiro[cyclopentane-1,3′-[3H]indol]-2′(1′H)-one (0.27 g, 1.4 mmol) and sodium acetate (0.12 g, 1.46 mmol) in acetic acid (10 cm3) was treated with bromine (0.24 g, 1.51 mmol) in acetic acid (2 cm3). After 30 min. the mixture was poured into sat. sodium hydrogen carbonate solution and extracted with EtOAc (×2), the combined organic layers were washed with water, sat. sodium hydrogen carbonate solution, water, dried (MgSO4), and evaporated to give the subtitled compound (0.37 g, 1.47 mmol, 96%) as an off-white solid which was used without further purification: 1H NMR (CDCl3) δ 1.8–2.27 (m, 8H), 6.79 (d, J=8 Hz, 1H), 7.30–7.39 (m, 2H), 8.63 (br s, 1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07091234B2
出典データセットuspto-grants-2006_08
ORD IDord-f40b35095113458e955889004f700469
出典メモuspto-grants-2006_08