Benzylamine → HCID 57452747, Verbindung

HRID 81112Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 81112
[CH:1]12[O:7][CH:6]1[CH2:5][CH2:4][N:3]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:2]2.[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[C:11]([O:10][C:8]([N:3]1[CH2:4][CH2:5][CH:6]([NH:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:1]([OH:7])[CH2:2]1)=[O:9])([CH3:14])([CH3:13])[CH3:12].[C:11]([O:10][C:8]([N:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH:1]([NH:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:2]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

Komponenten

5

Edukt 2

HCID 7504BenzylamineHCID 21991116tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate

Produkt 2

HCID 57452747HCID 57452747, VerbindungHCID 57452748HCID 57452748, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate (500 g, 2.5 mol) in H2O (5 L) was added BnNH2 (294 g, 2.75 mol) at room temperature. The mixture was heated to reflux overnight. The mixture was extracted with DCM (1 L), dried over sodium sulfate, and concentrated under reduced pressure to give tert-butyl-4-(benzylamino)-3-hydroxypiperidine-1-carboxylate and tert-butyl-3-(benzylamino)-4-hydroxypiperidine-1-carboxylate, which were used in the next step without further purification.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. extractionThe mixture was extracted with DCM (1 L)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3b5e1451d7df4aa682a79677a4aa2a69
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846657B2

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