Acetone → Ethyl 4-[6-acetyl-3-[2-(4-acetyl-3-hydroxy-2-propylphenylthio)-ethoxy]-2-propylphenoxy]butyrate

HRID 704117노트

반응식

HRID 704117 반응식
[C:1]([C:4]1[C:9]([O:10][CH:11]([CH2:15][CH3:16])C([O-])=O)=[C:8]([CH2:17][CH2:18][CH3:19])[C:7]([O:20][CH2:21][CH2:22]Cl)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[OH:24][C:25]1[C:30]([CH2:31][CH2:32][CH3:33])=[C:29]([SH:34])[CH:28]=[CH:27][C:26]=1[C:35](=[O:37])[CH3:36].[I-].[K+].[C:40](=[O:43])([O-])[O-:41].[K+].[K+].[CH3:46][C:47](C)=O>>[C:1]([C:4]1[C:9]([O:10][CH2:11][CH2:15][CH2:16][C:40]([O:41][CH2:46][CH3:47])=[O:43])=[C:8]([CH2:17][CH2:18][CH3:19])[C:7]([O:20][CH2:21][CH2:22][S:34][C:29]2[CH:28]=[CH:27][C:26]([C:35](=[O:37])[CH3:36])=[C:25]([OH:24])[C:30]=2[CH2:31][CH2:32][CH3:33])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

참가 물질

6

반응물 5

HCID 180AcetoneHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 132955181-(2-Hydroxy-3-propyl-4-sulfanylphenyl)ethan-1-oneHCID 867445246-Acetyl-3-(2-chloroethoxy)-2-propylphenoxybutyrate

생성물 1

HCID 15712393Ethyl 4-[6-acetyl-3-[2-(4-acetyl-3-hydroxy-2-propylphenylthio)-ethoxy]-2-propylphenoxy]butyrate수율 82.8%

실험 절차

A mixture of ethyl 4-(6-acetyl-3-(2-chloroethoxy)-2-propylphenoxybutyrate (0.60 g), (2-hydroxy-4-mercapto-3-propylphenyl)-ethanone (0.51 g), potassium iodide (0.1 g) and potassium carbonate (0.65 g) in acetone (40 ml) was heated and refluxed with stirring for 19 hours. After cooled, inorganic materials were separated by filtration and the filtrate was concentrated. The resultant residue was separated and purified through silica gel column chromatography (eluting with benzene:ethyl acetate=15:1, then 9:1) to give the title compound (0.73 g, 82.8%) as brown oil.

후처리

  1. temperaturewas heated
  2. temperaturerefluxed
  3. temperatureAfter cooled
  4. custominorganic materials were separated by filtration
  5. concentrationthe filtrate was concentrated
  6. customThe resultant residue was separated
  7. custompurified through silica gel column chromatography (
  8. washeluting with benzene

출처 및 근거

ORD 기록
ord-a520185c90c94a4cb5b23548e6a952af
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04985585

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