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HRID 916530생성일: 2026년 10월 26일

2-Trimethylsilyl-1,3-dithiane → 2-(6-{4-n-Propylcyclohexyl}spiro[3.3]hept-2-ylidene)[1,3]dithiane

https://huagongshe.com/reaction/916530

반응식

참여 물질

역할이름HCID투입량
반응물2-Trimethylsilyl-1,3-dithianeHCID 83413—
반응물2-(trans-4-Propylcyclohexyl)spiro[3.3]heptan-6oneHCID 19387601—
반응물ButyllithiumHCID 178418339—
용매TetrahydrofuranHCID 8028—
생성물2-(6-{4-n-Propylcyclohexyl}spiro[3.3]hept-2-ylidene)[1,3]dithianeHCID 58596254—

반응 조건

온도-70 °C

반응 단계

15.5 g (80.3 mmol) of 2-trimethylsilyl-1,3-dithiane are dissolved in 150 ml of THF, and 51 ml (80.3 mmol) of n-BuLi (15 percent in hexane) are rapidly added dropwise at −70° C. The batch is subsequently allowed to thaw to 0° C. over the course of 4 hours, stirred for 10 minutes without cooling and re-cooled to −70° C., and a solution of 17.0 g (72.5 mmol) of 6-(4-n-propylcyclohexyl)spiro[3.3]heptan-2-one 5 in 50 ml of THF is added drop-wise. The batch is left to stir overnight at room temperature, hydrolysed using saturated sodium hydrogencarbonate solution and extracted with dichloromethane. The combined organic phases are washed with water and dried over sodium sulfate. The solvent is removed under reduced pressure, and the crude product is recrystallised from n-heptane. The dithioacetal 6 is obtained as colourless flakes.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07270856B2
출처 데이터셋uspto-grants-2007_09
ORD IDord-02150b853006410f8c6b73682c2e4987
출처 메모uspto-grants-2007_09