Potassium Carbonate → 5-(2-((2-(3-Chlorophenyl)-2-hydroxyethyl)amino)propyl)-2,2-diacetyl-1,3-benzodioxole

HRID 374887Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 374887
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[O:12]C(=O)[N:10]([CH:14]([CH3:24])[CH2:15][C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([OH:23])[CH:17]=3)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.Br[C:26](Br)([C:30](=[O:32])[CH3:31])[C:27](=[O:29])[CH3:28].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:12])[CH2:9][NH:10][CH:14]([CH3:24])[CH2:15][C:16]2[CH:21]=[CH:20][C:19]3[O:22][C:26]([C:30](=[O:32])[CH3:31])([C:27](=[O:29])[CH3:28])[O:23][C:18]=3[CH:17]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 131689003,3-Dibromopentane-2,4-dioneHCID 156692045-(3-Chlorophenyl)-3-(2-(3,4-dihydroxyphenyl)-1-methylethyl)-2-oxazolidinone

Produkt 1

HCID 158132125-(2-((2-(3-Chlorophenyl)-2-hydroxyethyl)amino)propyl)-2,2-diacetyl-1,3-benzodioxole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

One equivalent of 5-(3-chlorophenyl)-3-(2-(3,4-dihydroxyphenyl)-1-methylethyl)-2-oxazolidinone, prepared by the procedure of U.S. Pat. No. 5,061,727, Example 1, is combined with 1.1 equivalents of 3,3-dibromo-2,4-pentanedione and 2.2 equivalents of powdered potassium carbonate in acetonitrile. The reaction mixture is stirred at room temperature for 48 hours, evaporated in vacuo and partitioned between methylene chloride and water. The organic layer is dried, filtered and evaporated in vacuo to give 5-(2-((2-(3-chlorophenyl)-2-hydroxyethyl)amino)propyl)-2,2-diacetyl-1,3-benzodioxole.

Aufarbeitung

  1. customevaporated in vacuo
  2. custompartitioned between methylene chloride and water
  3. customThe organic layer is dried
  4. filtrationfiltered
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9c0e2da1bd314aebb80bdb61f0cabafb
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05482971

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