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HRID 402128作成日:2026年10月26日

Thionyl Chloride → 4,5,6,7-Tetrahydro-1-benzothiophen-7-one

https://huagongshe.com/reaction/402128

反応式

関与物質

役割名称HCID仕込み量
反応物Thionyl ChlorideHCID 24386—
反応物4-(Thiophen-3-yl)butanoic acidHCID 11041143—
触媒PyridineHCID 1049—
溶媒DiglymeHCID 8150—
生成物4,5,6,7-Tetrahydro-1-benzothiophen-7-oneHCID 1037462872%

反応条件

温度70 °C

反応手順

The product from Step D (1.8 g, 11.0 mmol) was dissolved in 2-methoxyethyl ether (2 mL) and added thionyl chloride (0.89 mL, 12.2 mmol) and pyridine (1 drop) and heated to 70° C. for 24 hours. The mixture was purified by column chromatography (silica gel, 0-15% ethyl acetate/hexanes as an eluent) to provide 5,6-dihydro-4H-benzothiophen-7-one (1.16 g, 72%): 1H NMR (500 MHz, CDCl3) δ 7.61 (d, J=4.9 Hz, 1H), 6.97 (d, J=4.9 Hz, 1H), 2.89-2.87 (m, 2H), 2.63-2.60 (m, 2H), 2.21-2.16 (m, 2H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08741901B2
出典データセットuspto-grants-2014_06
ORD IDord-54b938917b6945f0818ce0d375c7c28c
出典メモuspto-grants-2014_06