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Trifluoroacetic acid → HCID 59263044, Verbindung

HRID 644121
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 644121
[C:1]([C:3]1[CH:21]=[CH:20][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:16][CH2:15][N:14](C([O-])=O)[CH2:13][CH2:12]2)=[CH:5][C:4]=1[F:22])#[N:2].FC(F)(F)C(O)=O>C(Cl)Cl>[F:22][C:4]1[CH:5]=[C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:20]=[CH:21][C:3]=1[C:1]#[N:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86625836HCID 86625836, Verbindung

Produkt 1

HCID 59263044HCID 59263044, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a methylene chloride (5.5 mL) solution of 0.66 g of tert-butyl=4-[3-(4-cyano-3-fluorophenoxy)propyl]-1-piperidinecarboxylate was dropwise added 1.8 mL of trifluoroacetic acid under cooling with ice over a period of 2 minutes, which was then stirred at room temperature for 6 hours. The solvent was distilled off under reduced pressure, and chloroform and a 1.0 mol/L sodium hydroxide aqueous solution were added to the resultant residue. The organic layer was separated and dried with anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:methanol=4:1) to provide 0.28 μg of 2-fluoro-4-[3-(4-piperidinyl)propoxy]benzonitrile as pale yellow oily form.

Aufarbeitung

  1. temperatureunder cooling with ice over a period of 2 minutes
  2. distillationThe solvent was distilled off under reduced pressure, and chloroform
  3. additiona 1.0 mol/L sodium hydroxide aqueous solution were added to the resultant residue
  4. customThe organic layer was separated
  5. dry with materialdried with anhydrous magnesium sulfate
  6. distillationby distilling off the solvent under reduced pressure
  7. customThe resultant residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-3eaf37283e464e33957361c33d9cf7a9
Quelldatensatz
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07700623B2

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