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HRID 532541作成日:2026年10月26日

Hydrochloric Acid → 5-Benzoyl-5,6-dihydro-cyclopenta[b]thiophen-4-one

https://huagongshe.com/reaction/532541

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Phenyl benzoateHCID 7169—
反応物Sodium hydrideHCID 24758—
反応物4H,5H,6H-cyclopenta[b]thiophen-4-oneHCID 1958632—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
溶媒Ethyl AcetateHCID 8857—
生成物5-Benzoyl-5,6-dihydro-cyclopenta[b]thiophen-4-oneHCID 8669919873%

反応条件

温度100 °C

反応手順

5,6-Dihydro-cyclopenta[b]thiophen-4-one (3.34 g, 24.2 mmol) in 40 mL of THF was treated with NaH (60 percent, 1.45 g, 36.25 mmol). After the addition of Benzoic acid phenyl ester, the reaction mixture was heated at 100° C. for 8 hr. The solution was cooled to room temperature and poured into water. The resulting mixture was acidified with concentrated HCl and was added with ethyl acetate (80 mL). The organic layer was collected, brined, dried over MgSO4(s), and concentrated under reduced pressure. The resultant precipitate was collected and recrystallized from ethanol to provide the corresponding 5-Benzoyl-5,6-dihydro-cyclopenta[b]thiophen-4-one (4.3 g, 17.7 mmol) as white solid in 73% yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08853207B2
出典データセットuspto-grants-2014_10
ORD IDord-3106beaad0234cb4964de82aa2c0dbef
出典メモuspto-grants-2014_10