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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2283262생성일: 2026년 10월 24일

Diethyl chlorophosphate → 1-Bromo-4-[(E)-2-ethoxysulfonylethenyl]benzene

https://huagongshe.com/ko/reaction/2283262

반응식

참여 물질

역할이름HCID투입량
반응물Diethyl chlorophosphateHCID 13139—
반응물4-BromobenzaldehydeHCID 70741—
반응물1-PropanesulfonateHCID 4431756—
반응물ButyllithiumHCID 178418339—
용매WaterHCID 962—
용매TetrahydrofuranHCID 8028—
생성물1-Bromo-4-[(E)-2-ethoxysulfonylethenyl]benzeneHCID 8663200264%

반응 조건

온도0 °C

반응 단계

n-Butyllithium (59.0 mL, 1.6M solution in hexanes) was added dropwise during 25 min to a solution of ethylmethanesulfonate (9.1 mL, 86 mmol) in THF (200 mL) at −78° C. The reaction mixture was stirred for 15 min then diethyl chlorophosphate (7.2 ml, 50 mmol) was added dropwise. The solution was stirred at −78° C. for 30 min, allowed to warm to 0° C. and then cooled to −78° C. again. 4-Bromobenzaldehyde (9.2 g, 50 mmol) in THF (50 mL) was then added dropwise during 15 minutes and the resulting mixture was then allowed to slowly reach RT and stirred overnight. Water (20 mL) was added to the mixture and the reaction was concentrated in vacuo. The residue was extracted with diethyl ether and the combined organic extracts were washed with aqueous saturated sodium chloride, dried over magnesium sulfate, filtered and the solvent was evaporated in vacuo. Purification by column chromatography, using 15% ethyl acetate/hexanes as the eluent, afforded the title compound (9.3 g, 64%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09145380B2
출처 데이터셋uspto-grants-2015_09
ORD IDord-e6e13d12bb50468b8e062189a5b6d9dd
출처 메모uspto-grants-2015_09