Trifluoroacetic acid → (4-Morpholin-4-ylmethyl-phenyl)piperazin-1-yl-methanone

HRID 560992Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 560992
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:28])[C:15]2[CH:20]=[CH:19][C:18]([CH2:21][N:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl.C([O-])(O)=O.[Na+]>[N:22]1([CH2:21][C:18]2[CH:17]=[CH:16][C:15]([C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:28])=[CH:20][CH:19]=2)[CH2:23][CH2:24][O:25][CH2:26][CH2:27]1

Komponenten

5

Edukt 2

HCID 6422Trifluoroacetic acid2×HCID 592181854-(4-Morpholin-4-ylmethyl-benzoyl)piperazine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 59218186(4-Morpholin-4-ylmethyl-phenyl)piperazin-1-yl-methanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

A solution of 4-(4-morpholin-4-ylmethyl-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester (1.163 g) in CH2Cl2 (10 mL) was treated with trifluoroacetic acid (˜4 mL). After 30 min, additional trifluoroacetic acid (5 mL) was added, and the mixture was stirred for a further 2 h. The mixture was diluted with diluted with saturated aquoues NaHCO3 and extracted with CH2Cl2. The organic layer was dried (Na2SO4) and concentrated. The residue was purified by column chromatography (SiO2) to yield the title compound.

Aufarbeitung

  1. additionThe mixture was diluted
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography (SiO2)

Quellen und Nachweise

ORD-Eintrag
ord-34365dd70b7d4d7e8b977cf9f6272dd1
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063206B2

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