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HRID 1914496作成日:2026年10月25日

Triethylsilane → 6-(2-Bromo-5-iodobenzyl)-2,3-dihydrobenzo[b][1,4]dioxine

https://huagongshe.com/reaction/1914496

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylsilaneHCID 12052—
反応物Trifluoromethanesulfonic acidHCID 62406—
反応物Methanone, (2-bromo-5-iodophenyl)(2,3-dihydro-1,4-benzodioxin-6-yl)-HCID 58340798—
溶媒Trifluoroacetic acidHCID 6422—
生成物6-(2-Bromo-5-iodobenzyl)-2,3-dihydrobenzo[b][1,4]dioxineHCID 5834083091.2%

反応手順

To a stirred solution of (2-bromo-5-iodo-phenyl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanone (30.0 g, 67.4 mmol) in trifluoroacetic acid (100 mL) was added triethylsilane (86.2 mL, 539.3 mmol) followed by triflic acid (6.0 mL, 67.42 mmol) at room temperature. After stirring for 25 min at room temperature, volatiles were evaporated under reduced pressure. The resulting residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate solution (200 mL×2), water (200 mL), and brine (200 mL), then dried over sodium sulfate, concentrated and purified by silica gel column chromatography to furnish 6-(2-bromo-5-iodo-benzyl)-2,3-dihydro-benzo[1,4]dioxine (26.5 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08614195B2
出典データセットuspto-grants-2013_12
ORD IDord-4705230df03e4b67bca35f5a3e5c2779
出典メモuspto-grants-2013_12