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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2273306생성일: 2026년 10월 25일

Acetonitrile → 5-(tert-butyldiphenylsilyloxymethyl)-4-methyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazole

https://huagongshe.com/reaction/2273306

반응식

참여 물질

역할이름HCID투입량
반응물AcetonitrileHCID 6342—
반응물2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
반응물4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxy methyl)-1H-imidazoleHCID 71087293—
생성물5-(tert-butyldiphenylsilyloxymethyl)-4-methyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazoleHCID 71087179—
생성물4-(tert-butyldiphenylsilyloxymethyl)-5-methyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazoleHCID 71087404—

반응 단계

The mixture obtained in (1) (35.4 g) was dissolved in acetonitrile (500 mL), TEA (37.8 mL) and then 2-trimethylsilylethoxymethyl chloride (21.4 mL) were added under ice cooling and stirring, and stirring was conducted at 70° C. for 12 hours. The reaction mixture was allowed to cool to room temperature, and the solvent was distilled off under reduced pressure. The residue was diluted with ethyl acetate, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified by flash chromatography (ethyl acetate/hexane=15%→50%) using a silica gel column (trade name: Cartridge 65i, manufactured by Biotage Ltd.) to give 4-(tert-butyldiphenylsilyloxymethyl)-5-methyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazole (17.9 g) as a low polarity component and 5-(tert-butyldiphenylsilyloxymethyl)-4-methyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazole (9.42 g) as a high polarity component.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09120835B2
출처 데이터셋uspto-grants-2015_09
ORD IDord-0d44d193e92f4ecd92805debf3c3936a
출처 메모uspto-grants-2015_09