Hydrochloric Acid → Licochalcone A

HRID 394963ノート

反応式

HRID 394963 の反応式
[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]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 74694'-HydroxyacetophenoneHCID 12153345HCID 12153345、化合物

生成物 1

HCID 5318998Licochalcone A収率 35.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-80d7a9f2270c45cdb503988e72851d58
出典データセット
uspto-grants-2003_08
特許番号
US06603046B1

反応ノート

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