Morpholine → 1,1-Dimethylethyl 4-hydroxy-4-(4-morpholinylmethyl)-1-piperidinecarboxylate

HRID 253025Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 253025
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>CCO>[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]([OH:13])([CH2:12][N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 22135564tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate

Produkt 1

HCID 583931721,1-Dimethylethyl 4-hydroxy-4-(4-morpholinylmethyl)-1-piperidinecarboxylateAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1-Oxa-6-aza-spiro[2.5]octane-6-carboxylic acid tert-butyl ester (100 mg, 0.47 mmol) and morpholine (42 μL, 0.48 mmol, 1.03 eq) were stirred in EtOH at RT overnight. Solvent was removed in vacuo and the residue purified by flash chromatography (silica gel, 4% MeOH/DCM) to give 4-hydroxy-4-morpholin-4-ylmethyl-piperidine-1-carboxylic acid tert-butyl ester as a white solid (91.4 mg, 67%).

Aufarbeitung

  1. customSolvent was removed in vacuo
  2. customthe residue purified by flash chromatography (silica gel, 4% MeOH/DCM)

Quellen und Nachweise

ORD-Eintrag
ord-1e21c89e02ed47edbf2f4bdbe6a94fec
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07872003B2

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