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Methanol → Hydroxychalcone

HRID 2101225
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HRID 2101225 반응식
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:10][OH:11]>>[OH:11][C:10]1[CH:2]=[CH:1][CH:4]=[CH:5][C:6]=1[CH:7]=[CH:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]
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참가 물질

3

반응물 2

HCID 887MethanolHCID 7410Acetophenone

생성물 1

HCID 97765Hydroxychalcone

실험 절차

The previous product was mixed with acetophenone (2 g) suspended in methanol at −10° C. and stirred for 5 hr at room temperature. After neutralization with 5% hydrochloric acid solution, the product was extracted with 200 Ml of ethylacetate. The extracted organic phase was dried with anhydrous magnesium sulfate, and resulting 1-phenyl-3-(2-methoxymethyloxyphenyl)-prophenone was hydrolyzed with dilute alkaline solution. The reaction mixture was extracted with 200 Ml of ethylacetate. Extracted organic phase is dried with anhydrous magnesium sulfate and evaporated under vacuum. About 0.9 g of white solid (1-phenyl-3-(2-hydroxyphenyl)prophenone was obtained and subjected to silica gel column chromatography (5×3 cm, Merk). After being eluted with n-hexane:ethylacetate (v/v, 1:7), 0.7 g of purified compound was recovered and identified as follows:

후처리

  1. extractionAfter neutralization with 5% hydrochloric acid solution, the product was extracted with 200 Ml of ethylacetate
  2. dry with materialThe extracted organic phase was dried with anhydrous magnesium sulfate
  • customresulting 1-phenyl-3-(2-methoxymethyloxyphenyl)-prophenone
  • additionwith dilute alkaline solution
  • extractionThe reaction mixture was extracted with 200 Ml of ethylacetate
  • dry with materialExtracted organic phase is dried with anhydrous magnesium sulfate
  • customevaporated under vacuum
  • 출처 및 근거

    ORD 기록
    ord-ff840c3eef184e24890a7e5770e0b191
    출처 데이터셋
    uspto-grants-2009_08
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07572831B2

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