Tert-butyl 4-hydroxypiperidine-1-carboxylate → HCID 66811027, Verbindung

HRID 2099493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2099493
[CH:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:13]=[C:14]=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]1)=[O:22])([CH3:19])([CH3:18])[CH3:17]>CN(C=O)C>[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][CH:26]([O:29][C:14](=[O:15])[NH:13][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:25][CH2:24]1)=[O:22])([CH3:19])([CH3:17])[CH3:18]

Komponenten

4

Edukt 2

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 574747361-Cyclohexyl-2-isocyanatobenzene

Produkt 1

HCID 66811027HCID 66811027, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of the product of step (a) (˜9.8 mmol) and 4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (2.4 g, 11.8 mmol) in DMF (19.7 mL) was stirred at room temperature for 24 h and then the solvent was removed under reduced pressure. The resulting residue was dissolved in ethyl acetate (20 mL) and this mixture was washed with 1N hydrochloric acid (2×10 mL), 1N aqueous sodium hydroxide (2×10 mL) and brine (10 mL), and then dried (MgSO4), filtered and the solvent removed under reduced pressure. The resulting residue was purified by column chromatography to give the title compound.

Aufarbeitung

  1. customthe solvent was removed under reduced pressure
  2. dissolutionThe resulting residue was dissolved in ethyl acetate (20 mL)
  3. washthis mixture was washed with 1N hydrochloric acid (2×10 mL), 1N aqueous sodium hydroxide (2×10 mL) and brine (10 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent removed under reduced pressure
  7. customThe resulting residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c35328e1ed514577b3e79fd05dacb026
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07569586B2

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