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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 233130생성일: 2026년 10월 26일

Hydrochloric Acid → 2-(2,4-Dichloro-5-fluorobenzyl)thiophene

https://huagongshe.com/reaction/233130

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참여 물질

역할이름HCID투입량
반응물Hydrochloric AcidHCID 313—
반응물ThiopheneHCID 8030—
반응물2,4-Dichloro-5-fluorobenzoyl chlorideHCID 2736821—
반응물Sodium borohydrideHCID 4311764—
반응물Aluminum(III) ChlorideHCID 6451240—
용매WaterHCID 962—
용매ChlorobenzeneHCID 7964—
용매DiglymeHCID 8150—
생성물2-(2,4-Dichloro-5-fluorobenzyl)thiopheneHCID 9816667—

반응 조건

온도0 °C

반응 단계

3.8 g of aluminium chloride were suspended in 162.5 ml of chlorobenzene, and a solution of 58.9 g of 2,4-dichloro-5-fluorobenzoyl chloride in 33.8 ml of chlorobenzene was added dropwise to this at 0° C. over the course of 30 minutes. The mixture was stirred at 0° C. for 90 minutes and then, at 0° C., a solution of 21.8 g of thiophene in 33.8 ml of chlorobenzene was added dropwise over the course of 30 minutes. The mixture was stirred at 0° C. for a further 2 hours and finally heated to reflux for 15 minutes until evolution of hydrogen chloride ceased. The resulting solution was added dropwise to a suspension of 7.2 g of sodium borohydride in 50 ml of diglyme at 70° C. over the course of 30 minutes, and the reaction mixture was subsequently stirred at 70° C. for 90 minutes and then discharged into a mixture of 250 g of ice, 200 ml of water and 62.5 g of concentrated aqueous hydrochloric acid. After addition of 100 ml of chlorobenzene and stirring, the phases were separated. The organic phase was extracted by shaking with 100 ml of water and was subsequently concentrated. Yield: 78.5 g of crude substance with a content of 76.7% by weight (GC) of 2-(2,4-dichloro-5-fluorobenzyl)thiophene, corresponding to 92.3% of theory. Distillation resulted in a 97.2% pure (GC) product, boiling point 140° to 145° C./8 mbar, melting point 60° to 61° C.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05591869
출처 데이터셋uspto-grants-1997_01
ORD IDord-a2cc0fbc6090417ab8bf5a1e29fabca2
출처 메모uspto-grants-1997_01