1-(2-Methoxyphenyl)piperazine → 1-[4-(2-Methoxyphenyl)piperazin-1-yl]-3,3-diphenylpropan-1-one

HRID 2181633Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2181633
[C:1]1([CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.C(P(=O)(OCC)OCC)#N.C(N(CC)CC)C>CN(C)C=O.O>[C:12]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][C:9]([N:29]2[CH2:28][CH2:27][N:26]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[O:19][CH3:18])[CH2:31][CH2:30]2)=[O:11])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

7

Edukt 4

HCID 13461-(2-Methoxyphenyl)piperazineHCID 8471TriethylamineHCID 64798Diphenylpropionic acidHCID 76257Diethyl cyanophosphonate

Produkt 1

HCID 28628121-[4-(2-Methoxyphenyl)piperazin-1-yl]-3,3-diphenylpropan-1-oneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1.13 g of 3,3-diphenylpropionic acid and 1.06 g of 1-(2-methoxyphenyl)piperazine in 25 mL of N,N-dimethylformamide at a temperature within the range of 0-5° C., were added, in succession, 0.9 mL of 93% diethyl cyanophosphonate and 0.77 mL of triethylamine under stirring. The resultant solution was then stirred at room temperature for 5 h, poured into 250 mL of water and extracted with ethyl acetate. The organic phase was then washed with water, dried on anhydrous sodium sulphate, and evaporated to dryness under vacuum. The obtained oily residue was then puirified by flash-chromatography (chloroform-ethyl acetate 9:1). This procedure afforded the title compound (100%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was then washed with water
  3. dry with materialdried on anhydrous sodium sulphate
  4. customevaporated to dryness under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-7e06ae8310b14f9d9a6c2e0877ad17be
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06894052B1

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