Sodium Bicarbonate → Davidigenin

HRID 1030746

反応式

HRID 1030746 の反応式
COC[O:4][C:5]1[CH:10]=[C:9]([O:11]COC)[CH:8]=[CH:7][C:6]=1[C:15](=[O:28])[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24]COC)=[CH:20][CH:19]=1.Cl.CO.C(=O)([O-])O.[Na+].CCCCCC.C(OCC)(=O)C>CO>[OH:4][C:5]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:6]=1[C:15](=[O:28])[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 516892Sodium BicarbonateHCID 197448921-[2,4-Bis(methoxymethoxy)phenyl]-3-(4-methoxymethoxyphenyl)-1-propanoneHCID 21226206Ethyl acetate hexaneHCID 21893726Hydrochloride methanol

生成物 1

HCID 442342Davidigenin収率 86.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

Then, 4.44 g of the so-obtained 1-[2,4-bis(methoxymethoxy)phenyl]-3-(4-methoxymethoxyphenyl)-1-propanone was dissolved in methanol, and 38 ml of a hydrochloric acid/methanol reagent was added to the solution and the mixture was stirred at 60° C. for 30 minutes. After the reaction, the reaction liquid was poured into ice water, neutralized with a saturated solution of sodium hydrogencarbonate and extracted with ethyl acetate, and the organic layer was washed with water, dried with sodium sulfate and concentrated under a reduced pressure to obtain a reaction mixture The reaction mixture was subjected to the column chromatography [69 g of 270-400 mesh Kieselgel 60; 0.5 kg/cm2 ; eluting solvent=hexane/ethyl acetate (1/1)] to obtain 2.55 g (yield=86.7%) of 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-propanone.

後処理

  1. customAfter the reaction
  2. customthe reaction liquid
  3. extractionextracted with ethyl acetate
  4. washthe organic layer was washed with water
  5. dry with materialdried with sodium sulfate
  6. concentrationconcentrated under a reduced pressure
  7. customto obtain a reaction mixture The reaction mixture

出典と根拠

ORDレコード
ord-bcedcc4a170d49d18df8ada287fc3751
出典データセット
uspto-grants-1992_04
特許番号
US05106871

関連ノート

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