Water → [4-(3,3-diphenyl-propionyl)-piperazin-1-yl]-acetic Acid Ethyl Ester

HRID 456428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 456428
[C:1]1([CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:8][C:9]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH2:28]([O:27][C:25](=[O:26])[CH2:24][N:14]1[CH2:13][CH2:12][N:11]([C:9](=[O:10])[CH2:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:16][CH2:15]1)[CH3:29]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 30301473,3-Diphenyl-1-(piperazin-1-yl)propan-1-one

Produkt 1

HCID 58817810[4-(3,3-diphenyl-propionyl)-piperazin-1-yl]-acetic Acid Ethyl EsterAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 3,3-diphenyl-1-piperazin-1-yl-propan-1-one (2.0 g, 6.79 mmol) and ethyl bromoacetate (0.94 ml, 8.49 mmol) in dry DMF (15 ml) was added K2CO3 (2.7 g, 19.53 mmol) and the mixture was heated to 70° C. overnight. Reaction mixture was cooled and water (32 ml) was added. The product was extracted with ether, dried and evaporated. The residue was purified by column chromatography using hexane:ethyl acetate (1:4) to give the desired product in 60% yield.

Aufarbeitung

  1. customReaction mixture
  2. temperaturewas cooled
  3. extractionThe product was extracted with ether
  4. customdried
  5. customevaporated
  6. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-50da0476aa054ee9a44d38c410468735
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186726B2

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