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HRID 420238作成日:2026年10月27日

Hydrochloric Acid → Ethyl 2-(1-hydroxycyclohex-2-en-1-yl)acetate

https://huagongshe.com/reaction/420238

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TetrahydrofuranHCID 8028—
反応物2-Cyclohexen-1-oneHCID 13594—
反応物HCID 178472539HCID 178472539—
溶媒Ethyl AcetateHCID 8857—
生成物Ethyl 2-(1-hydroxycyclohex-2-en-1-yl)acetateHCID 56644387%

反応手順

Under nitrogen atmosphere, 20 mL of ethyl acetate was added to 3.05 g (5 mmol, 1.0 equivalent) of (BrZnCH2COOEt.THF)2. Under argon atmosphere, a solution of 0.48 g (5 mmol) of 2-cyclohexen-1-one in 5 mL of ethyl acetate was added dropwise while stirring at 0˜5° C. The mixture was stirred at 0˜5° C. for 3 hours. 10 mL of 1N hydrochloric acid was added dropwise at 20° C. or lower, followed by dilution with 25 mL of ethyl acetate. Then, the layers were separated. The organic layer was washed successively with 5 mL (×2) of 1N hydrochloric acid, 5 mL (×2) of an aqueous saturated sodium chloride solution, 10 mL (×2) of an aqueous saturated sodium bicarbonate solution, and 10 mL of an aqueous saturated sodium chloride solution. After washing, the organic layer was dried with anhydrous magnesium sulfate. Concentration under reduced pressure afforded 0.80 g of the desired product (yield 87%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08093403B2
出典データセットuspto-grants-2012_01
ORD IDord-f231fe79055847a1b26a3b7c452af06a
出典メモuspto-grants-2012_01