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HRID 858651作成日:2026年10月27日

Hydrochloric Acid → 6-(2-Cyclopentyl-2-hydroxy-but-3-ynyl)-2,2-dimethyl-[1,3]dioxin-4-one

https://huagongshe.com/reaction/858651

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Potassium CarbonateHCID 11430—
反応物(+)-1-cyclopentyl-1-[(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl]prop-2-ynyl ethyl oxalateHCID 58762338—
溶媒MethanolHCID 887—
生成物6-(2-Cyclopentyl-2-hydroxy-but-3-ynyl)-2,2-dimethyl-[1,3]dioxin-4-oneHCID 2249980296%

反応条件

温度23 °C

反応手順

To the optically pure (+)-1-cyclopentyl-1-[(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl]prop-2-ynyl ethyl oxalate (2.5 g, 15.1 mmol) in 50 ml of MeOH was added K2CO3 (2.0 g). The mixture was stirred at 23° C. for 8 h. After complete conversion, the mixture was neutralized with 1N HCl at cold temperature. The aqueous solution was extracted with MTBE (×3) and the organic layer was washed with brine and dry over MgSO4. After removal of MTBE, 1.75 g of the desired product (+ enantiomer) was produced with 95.5% ee and 96% yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07148226B2
出典データセットuspto-grants-2006_12
ORD IDord-3041fb96acf446e6876b4d34838b18c3
出典メモuspto-grants-2006_12