Water → Methyl 4-benzyl-3-methylmorpholine-3-carboxylate

HRID 1696000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1696000
[CH2:1]([N:8]1[C:13](=O)[CH2:12][O:11][CH2:10][C:9]1([CH3:19])[C:15]([O:17][CH3:18])=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.CCOC(C)=O>C1COCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][C:9]1([CH3:19])[C:15]([O:17][CH3:18])=[O:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 67268468Methyl 4-benzyl-3-methyl-5-oxomorpholine-3-carboxylate

Produkt 1

HCID 67268304Methyl 4-benzyl-3-methylmorpholine-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Dissolve methyl 4-benzyl-3-methyl-5-oxomorpholine-3-carboxylate in THF (10 volumes) and cool to 0° C. Add borane dimethylsulfide complex (1.5 eq) and allow to warm to room temperature. Add water (5 volumes) followed by EtOAc (10 volumes). Separate the organic layer, wash with saturated aqueous NaCl, dry over sodium sulfate, filtered, and concentrate to give methyl 4-benzyl-3-methylmorpholine-3-carboxylate.

Aufarbeitung

  1. temperatureto warm to room temperature
  2. customSeparate the organic layer
  3. washwash with saturated aqueous NaCl
  4. dry with materialdry over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-d21651bcb7a1415daf402a3a26ea931d
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163755B2

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