Trifluoroacetic acid → 2-(Piperidin-4-yloxy)isoindoline-1,3-dione trifluoroacetic acid

HRID 1895898Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1895898
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[O:12][CH:13]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]1.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[NH:16]1[CH2:17][CH2:18][CH:13]([O:12][N:3]2[C:2](=[O:1])[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4]2=[O:11])[CH2:14][CH2:15]1

Komponenten

3

Edukt 2

HCID 6422Trifluoroacetic acidHCID 21751544Tert-butyl 4-(1,3-dioxoisoindolin-2-yloxy)piperidine-1-carboxylate

Produkt 1

HCID 671183852-(Piperidin-4-yloxy)isoindoline-1,3-dione trifluoroacetic acidAusbeute 90 %

Versuchsvorschrift

tert-Butyl 4-(1,3-dioxoisoindolin-2-yloxy)piperidine-1-carboxylate (3.81 g, 11.0 mmol) was added to trifluoroacetic acid (80 ml) and the mixture was stirred at room temperature for 30 minutes. The reaction was concentrated in vacuo and the residue was triturated with diethyl ether (100 ml). The resulting solid was washed with diethyl ether (20 ml×3) to give 2-(piperidin-4-yloxy)isoindoline-1,3-dione trifluoroacetic acid (3.50 g, 90%) as a white solid: LCMS: 247 [M+1]+.

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe residue was triturated with diethyl ether (100 ml)
  3. washThe resulting solid was washed with diethyl ether (20 ml×3)

Quellen und Nachweise

ORD-Eintrag
ord-168fafd5c86d428fb1c805279023fa9a
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518934B2

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