Sodium Bicarbonate → Davidigenin

HRID 1030746

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HRID 1030746 반응식
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

참가 물질

6

반응물 4

HCID 516892Sodium BicarbonateHCID 19744892HCID 19744892, 화합물HCID 21226206Ethyl acetate hexaneHCID 21893726Hydrochloride methanol

생성물 1

HCID 442342Davidigenin수율 86.8%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bcedcc4a170d49d18df8ada287fc3751
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05106871

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