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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2273304생성일: 2026년 10월 25일

Ammonium Chloride → 1-[4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl]ethanone

https://huagongshe.com/reaction/2273304

반응식

참여 물질

역할이름HCID투입량
반응물Ammonium ChlorideHCID 25517—
반응물N-Methoxy-N-methylacetamideHCID 537505—
반응물4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxy methyl)-1H-imidazoleHCID 71087293—
반응물ButyllithiumHCID 178418339—
용매TetrahydrofuranHCID 8028—
용매HexaneHCID 8058—
용매Ethyl AcetateHCID 8857—
생성물1-[4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl]ethanoneHCID 71087685—

반응 조건

온도-78 °C

반응 단계

The compound obtained in (1) (30.0 g) was dissolved in tetrahydrofuran (hereinafter sometimes referred to as THF) (500 mL) and cooled to −78° C. with stirring under an argon atmosphere. n-Butyllithium (a 2.66 M hexane solution, 36.2 mL) was slowly added dropwise to this solution by using a syringe, and stirring was conducted at the same temperature for 30 minutes. N-Methoxy-N-methylacetamide (13.1 mL) was then added by using a syringe, and stirring was continued for 90 minutes. A saturated aqueous solution of ammonium chloride was added to the reaction solution to stop the reaction, and extraction was conducted by using ethyl acetate. The combined extract liquid was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/hexane=5%→30%) using a silica gel column (trade name: Hi-Flash column 5L, manufactured by Yamazen Corporation) to give the title compound (24.4 g).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09120835B2
출처 데이터셋uspto-grants-2015_09
ORD IDord-4bf47b36d1ff495c897b453d05a5eddf
출처 메모uspto-grants-2015_09