Methyl 1-benzyl-4-methylpiperidin-3-yl-carbamate → 1-Benzyl-4-methylpiperidin-3-amine

HRID 1506191Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1506191
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH3:14])[CH:10]([NH:15]C(=O)OC)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Cl>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH3:14])[CH:10]([NH2:15])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 1

HCID 53396489Methyl 1-benzyl-4-methylpiperidin-3-yl-carbamate

Produkt 1

HCID 545937521-Benzyl-4-methylpiperidin-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

Crude methyl rac-(3R,4R)-1-benzyl-4-methylpiperidin-3-ylcarbamate (2.3 g) in concentrated hydrochloric acid (15 mL) was refluxed for one day under heating and allowed to cool to room temperature. The hydrochloric acid was removed under reduced pressure, and the reaction mixture was partitioned between chloroform and saturated aqueous sodium chloride. The aqueous layer was basified with saturated aqueous sodium carbonate and extracted with ethyl acetate twice, and the organic layers were combined, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting brown oil (4.94 g) containing the title compound was used for the next step without further purification.

Aufarbeitung

  1. temperatureunder heating
  2. customThe hydrochloric acid was removed under reduced pressure
  3. customthe reaction mixture was partitioned between chloroform and saturated aqueous sodium chloride
  4. extractionextracted with ethyl acetate twice
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionThe resulting brown oil (4.94 g) containing the title compound
  8. customwas used for the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-589fcfe46d5b4d5090fc4ce70ae4beee
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09216999B2

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