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HRID 1386842생성일: 2026년 10월 27일

Hydrochloric Acid → 2-[2-(4'-Chloro-biphenyl-4-YL)-2-oxo-ethyl]acrylic acid

https://huagongshe.com/reaction/1386842

반응식

참여 물질

역할이름HCID투입량
반응물Hydrochloric AcidHCID 313—
반응물4-ChlorobiphenylHCID 16323—
반응물Itaconic AnhydrideHCID 75110—
반응물Aluminum(III) ChlorideHCID 6451240—
용매WaterHCID 962—
용매1,2-DichlorobenzeneHCID 7239—
생성물2-[2-(4'-Chloro-biphenyl-4-YL)-2-oxo-ethyl]acrylic acidHCID 983931871.4%

반응 조건

온도20 °C

반응 단계

212 g (1.59 mol) of anhydrous aluminum chloride are introduced into 1200 g of o-dichlorobenzene and brought to 45° C. with stirring. A solution of 78.5 g (0.7 mol) of itaconic anhydride and 132 g (0.7 mol) of 4-chlorobiphenyl in 600 g of o-dichlorobenzene at 45° C. is added dropwise in the course of one hour. The reaction mixture is stirred at 45° C. for one hour and then added to an ice-cold mixture of 1000 g of water and 142 g of hydrochloric acid (37%). The aqueous phase is separated off. The organic phase is washed three times with a mixture of 1000 g of water and 50 g of hydrochloric acid (37%) in each case. After washing three times, it is allowed to cool to approximately 20° C. and the colorless product is then filtered off with suction. This is then washed twice with 200 g of o-dichlorobenzene in each case. The product is dried at 40° C. and about 100 mbar until it is free of solvent and water. 150 g (0.50 mol) of 4-(4′-chlorobiphenyl-4-yl)-4-keto-2-methylenebutyric acid (71%) are obtained as a colorless, finely crystalline powder. Further product can be obtained by working up the mother liquor. The dichlorobenzene phase is washed a number of times with 0.1% strength by weight aqueous EDTA solution. After distilling off the dichlorobenzene in vacuo, further product is obtained by cooling the residue to 0° C., filtering off the colorless precipitate with suction and recrystallizing the residue, and the yield is increased to >85%. (HPLC purity 99.3-99.6%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US06265607B1
출처 데이터셋uspto-grants-2001_07
ORD IDord-0dafde85e6ae44fe99440e6e68ec5ac5
출처 메모uspto-grants-2001_07