Ammonium Hydroxide → 4-(4-Oxopiperidin-1-yl)benzoic acid

HRID 1061294

Reaktionsgleichung

Reaktionsgleichung von HRID 1061294
O1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[O:4]CC1.[OH-].[NH4+]>Cl>[O:4]=[C:5]1[CH2:6][CH2:7][N:8]([C:11]2[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=2)[CH2:9][CH2:10]1

Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 15948425HCID 15948425, Verbindung

Produkt 1

HCID 220640224-(4-Oxopiperidin-1-yl)benzoic acidAusbeute 88,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

4-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-benzoic acid(which was obtained in Example 150) (12.5 g, 47.5 mmol) was treated with concentrated hydrochloric acid (500 mL) at room temperature. After 15 hours ˜28% ammonium hydroxide was added dropwise and the precipitate was collected by filtration, and dried over phosphorus pentoxide to give the title compound as a white solid (9.2 g, 88%); 1H NMR (300 MHz, CDCl3) δ 2.46 (t, J=6.1 Hz, 4H), 3.74 (t, J=6.1 Hz, 4H), 7.02 (d, J=9.0 Hz, 2H), 7.80 (d, J=9.0 Hz, 2H); MS (ES) m/z: 219.8 (MH+); HRMS Calcd. for C12H14NO3 (MH+): 220.0974. Found: 220.0947.

Aufarbeitung

  1. filtrationthe precipitate was collected by filtration
  2. dry with materialdried over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-4c61c1d8e6c048f0950e4166de7c5707
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06525202B2

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