Trifluoroacetic acid → 1-[2-(2-Fluorophenoxy)ethyl]piperazine

HRID 1928546

Reaktionsgleichung

Reaktionsgleichung von HRID 1928546
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[O:16][CH2:15][CH2:14][N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 672988034-[2-(2-Fluorophenoxy)ethyl]piperazine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 7627031-[2-(2-Fluorophenoxy)ethyl]piperazineAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The above oil of 4-[2-(2-fluorophenoxy)ethyl]piperazine-1-carboxylic acid tert-butyl ester (4.0 g, 12 mmol) in dichloromethane (60 mL) was mixed with trifluoroacetic acid (10 mL) and was stirred at room temperature for 2 hours. The solvent was evaporated and the residue was treated with a saturated solution of NaHCO3. The aqueous solution was extracted with dichloromethane and the organic layer was concentrated to give 1-[2-(2-fluoro-phenoxy)ethyl]piperazine as a white solid (2.25 g, 84%). 1H NMR (400 MHz, DMSO-d6): δ 2.40 (b, 4H), 2.67 (m, 6H), 4.13 (t, 2H), 6.92 (m, 1H), 7.11 (t, 1H), 7.18 (m, 2H).

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionthe residue was treated with a saturated solution of NaHCO3
  3. extractionThe aqueous solution was extracted with dichloromethane
  4. concentrationthe organic layer was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-ef5a76abbb6543008a7d7529704b5885
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183374B2

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