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HRID 61961생성일: 2026년 10월 26일

Ethanol → 2-Propen-1-one,3-(4-hydroxy-3-methoxyphenyl)-1-(2-hydroxyphenyl)-

https://huagongshe.com/reaction/61961

반응식

참여 물질

역할이름HCID투입량
반응물EthanolHCID 702—
반응물VanillinHCID 1183—
반응물PiperidineHCID 8082—
반응물alpha-HydroxyacetophenoneHCID 68490—
생성물2-Propen-1-one,3-(4-hydroxy-3-methoxyphenyl)-1-(2-hydroxyphenyl)-HCID 261706—

반응 단계

2-hydroxyacetophenone (6.8 g, 50 mmol) was condensed with vanillin (7.7 g, 50 mmol) in ethanol (100 ml) and piperidine (8.5 g) at room temperature (20° C.) under nitrogen for 4 days to give 2′,4-dihydroxy-3-methoxychalcone. The crude mixture was filtered and the filter residue was washed with ethanol. The crude product (9.8 g) was stirred up with ethyl acetate and the intermediate product was filtered off (yield 8.3 g, 61% of theoretical). The intermediate product (2.73 g, 10 mmol) was then hydrogenated in ethanol (60 ml) using hydrogen at atmospheric pressure with the aid of a palladium catalyst on activated carbon (0.3 g, 10 wt. % Pd content, moist, water content ca. 50 wt. %), then filtered and the filtrate was evaporated to dryness, wherein compound 5 was obtained as a colourless crystalline material (2.3 g, purity >95%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09445606B2
출처 데이터셋uspto-grants-2016_09
ORD IDord-11bca0bd38624539ace044b5ee28b08e
출처 메모uspto-grants-2016_09