참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ethanol | HCID 702 | — |
| 반응물 | Vanillin | HCID 1183 | — |
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | alpha-Hydroxyacetophenone | HCID 68490 | — |
| 생성물 | 2-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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09445606B2 |
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| 출처 데이터셋 | uspto-grants-2016_09 |
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| ORD ID | ord-11bca0bd38624539ace044b5ee28b08e |
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| 출처 메모 | uspto-grants-2016_09 |
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