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Trifluoroacetic acid → HCID 28952599, Verbindung

HRID 716924
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 716924
[F:1][C:2]([F:23])([F:22])[C:3]1[C:4]([CH:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>ClCCl>[NH:12]1[CH2:11][CH2:10][CH:9]([C:4]2[C:3]([C:2]([F:23])([F:1])[F:22])=[CH:8][CH:7]=[CH:6][N:5]=2)[CH2:14][CH2:13]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 579797851,1-Dimethylethyl 4-[3-(trifluoromethyl)-2-pyridinyl]-1-piperidinecarboxylate

Produkt 1

HCID 28952599HCID 28952599, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Into a 50-mL round-bottom flask, was placed a solution of tert-butyl 4-(3-(trifluoromethyl)pyridin-2-yl)piperidine-1-carboxylate (379.8 mg, 1.10 mmol, 1.00 equiv, 96%) in dichloromethane (10 mL). This was followed by the addition of trifluoroacetic acid (5 mL) dropwise with stirring at 0° C. The resulting solution was stirred for 3 h at room temperature. The pH value of the solution was adjusted to 8-9 with sat sodium bicarbonate. The resulting solution was extracted with 6×50 mL of dichloromethane and the organic layers combined and dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. This resulted in 237.4 mg (93%) of 2-(piperidin-4-yl)-3-(trifluoromethyl)pyridine as yellow oil.

Aufarbeitung

  1. customInto a 50-mL round-bottom flask, was placed
  2. stirringThe resulting solution was stirred for 3 h at room temperature
  3. extractionThe resulting solution was extracted with 6×50 mL of dichloromethane
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationThe solids were filtered out
  6. concentrationThe resulting mixture was concentrated under vacuum
  7. customThis resulted in 237.4 mg (93%) of 2-(piperidin-4-yl)-3-(trifluoromethyl)pyridine as yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-6a984cc785cc4940a815be623e5427e8
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09193693B2

Notizen zur Reaktion

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