Succinic Acid → N-trityl piperazine, succinate salt

HRID 563839

Reaktionsgleichung

Reaktionsgleichung von HRID 563839
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:7](Cl)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:27]([OH:34])(=[O:33])[CH2:28][CH2:29][C:30]([OH:32])=[O:31]>C1(C)C=CC=CC=1.CO.C1(C)C=CC=CC=1>[C:27]([OH:34])(=[O:33])[CH2:28][CH2:29][C:30]([OH:32])=[O:31].[C:7]([N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Komponenten

6

Edukt 3

HCID 1110Succinic AcidHCID 4837PiperazineHCID 6456Trityl chloride

Produkt 1

HCID 67005131N-trityl piperazine, succinate saltAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 21867641Toluene methanolLösungsmittel

Versuchsvorschrift

To a cooled solution of piperazine (10 eq) in toluene/methanol (5:1 toluene/methanol (v:v); 5 mL/g piperazine) was added slowly a solution of trityl chloride 10 (1.0 eq) in toluene (5 mL/g trityl chloride). Upon reaction completion (1-2 hr), this solution was washed four times with water. To the resulting organic solution was added an aqueous solution of succinic acid (1.1 eq; 13 mL water/g succinic acid). This mixture was stirred for 90 min, and the solid product was collected by filtration. The crude solid was purified by two reslurries in acetone. Yield=70%.

Aufarbeitung

  1. customUpon reaction completion (1-2 hr)
  2. washthis solution was washed four times with water
  3. filtrationthe solid product was collected by filtration
  4. customThe crude solid was purified by two reslurries in acetone

Quellen und Nachweise

ORD-Eintrag
ord-20e1bed7de0d453fb1668e0071f55af2
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067571B2

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