1-Benzyl-4-piperidone → 1-Benzyl-4-methylpiperidin-4-ol

HRID 238286Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 238286
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][Mg]Br.[Cl-].[NH4+]>C1COCC1.CCOCC>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([CH3:15])([OH:14])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 192201-Benzyl-4-piperidoneHCID 25517Ammonium ChlorideHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 108459131-Benzyl-4-methylpiperidin-4-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 1-benzyl-4-piperidone (26.5 mmol, 5 g) in THF (50 mL) was cooled to −15° C. and a solution of methyl magnesium bromide in ether (3 M, 22 mL) was added. The mixture was stirred for 0.5 hours then allowed to warm to room temperature. Saturated aqueous ammonium chloride (50 mL) was added and the products were extracted into ethyl acetate, dried over magnesium sulphate, filtered and the solvent removed by evaporation under vacuum to give the title compound as a pale yellow solid (5.0 g) that was used directly without further purification.

Aufarbeitung

  1. extractionthe products were extracted into ethyl acetate
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. customthe solvent removed by evaporation under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-7c4bdb5ed68c4c7db9fbbf0069da3577
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642621B2

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