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

HRID 704117ノート

反応式

HRID 704117 の反応式
[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]

参加物

6

反応物 5

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a520185c90c94a4cb5b23548e6a952af
出典データセット
uspto-grants-1991_01
特許番号
US04985585

反応ノート

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