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Potassium Carbonate → Acrylic acid 4-[3-(4-benzoyl-phenoxy)-2-hydroxy-propoxy]butyl ester

HRID 42734
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HRID 42734 반응식
[OH:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[OH:22][CH2:23][CH2:24][CH2:25][CH2:26][O:27][C:28](=[O:31])[CH:29]=[CH2:30].[CH2:32](OCC1OC1)[CH:33]1[O:35][CH2:34]1>C(#N)C>[C:6]([C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:32][CH:33]([OH:35])[CH2:34][O:22][CH2:23][CH2:24][CH2:25][CH2:26][O:27][C:28](=[O:31])[CH:29]=[CH2:30])=[CH:15][CH:14]=1)(=[O:7])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 143474-HydroxybenzophenoneHCID 223231504-Hydroxybutylacrylate glycidylether

생성물 1

HCID 58325536Acrylic acid 4-[3-(4-benzoyl-phenoxy)-2-hydroxy-propoxy]butyl ester수율 101.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A reaction mixture containing 4-hydroxybenzophenone (14.9 g, 75 mmol), acetonitrile (40 mL), potassium carbonate (7.8 g, 56.25 mmol) and 4-hydroxybutylacrylate glycidylether (7.5 g, 37.5 mmol) was heated to reflux. The mixture was allowed to stir at reflux temperature for 24 hours. The mixture was cooled to room temperature and filtered to remove the undissolved potassium carbonate. The filtrate was evaporated under reduced pressure. The residual oil was diluted with ethyl acetate (250 ml) and extracted with a mixture of an aqueous solution of sodium hydroxide (1N) and distilled water (4/1). The organic layer was separated, dried over MgSO4, filtered and evaporated to provide 15.1 g of a yellow oil. The product was purified on a SVP D40 Merck Np Column using dichloromethane/n-hexane (50/50) as eluent, to afford 5.5 g of a yellow oil.

후처리

  1. temperaturewas heated to reflux
  2. temperatureat reflux temperature for 24 hours
  3. filtrationfiltered
  4. customto remove the undissolved potassium carbonate
  5. customThe filtrate was evaporated under reduced pressure
  6. additionThe residual oil was diluted with ethyl acetate (250 ml)
  7. extractionextracted with a mixture of an aqueous solution of sodium hydroxide (1N)
  8. distillationdistilled water (4/1)
  9. customThe organic layer was separated
  10. dry with materialdried over MgSO4
  11. filtrationfiltered
  12. customevaporated

출처 및 근거

ORD 기록
ord-7d59ce6d6e374c768a9c2db1fe3fbb54
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536217B2

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