Hydrochloric Acid → Licochalcone A

HRID 394963노트

반응식

HRID 394963 반응식
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=[O:3].[CH3:11][O:12][C:13]1[CH:20]=[C:19]([OH:21])[C:18]([C:22]([CH3:26])([CH3:25])[CH:23]=[CH2:24])=[CH:17][C:14]=1[CH:15]=O.Cl.O>C(O)C>[CH3:26][C:22]([C:18]1[CH:17]=[C:14](/[CH:15]=[CH:1]/[C:2]([C:4]2[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=2)=[O:3])[C:13]([O:12][CH3:11])=[CH:20][C:19]=1[OH:21])([CH:23]=[CH2:24])[CH3:25]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 74694'-HydroxyacetophenoneHCID 12153345HCID 12153345, 화합물

생성물 1

HCID 5318998Licochalcone A수율 35.2%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution of 150 mg (1.1 mmol) of 4-hydroxyacetophenone and 220 mg (1.0 mmol) of 2-methoxy-4-hydroxy-5-(1,1-dimethylprop-2-enyl)benzaldehyde in 3 ml of ethanol was left on an ice bath, and 1.1 ml of ethanol saturated with dry hydrogen chloride was added. The solution was left for 2 hours and poured into 10 ml of water. The mixture was concentrated in vacuo and extracted with two 10 ml portions of ethyl acetate, and the extract was dried and concentrated in vacuo to give 281 mg of an oil from which 119 mg of licochalcone A was isolated by column chromatography over silica gel 60 (Merck 0.063-0.200 mm, 23 g) using petroleum ether-ethyl acetate (1:1, 1000 ml) as an eluent.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. extractionextracted with two 10 ml portions of ethyl acetate
  3. customthe extract was dried
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-80d7a9f2270c45cdb503988e72851d58
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06603046B1

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