4-[[4-Methoxybenzenesulfonyl](benzyl)amino]-1-[benzyl]-4-[carbomethoxy]-piperidine → 4-[[4-Methoxybenzenesulfonyl](benzyl)amino]-1-[benzyl]-4-[carboxy]piperidine

HRID 264309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 264309
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:13]2([C:26]([O:28]C)=[O:27])[CH2:18][CH2:17][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:15][CH2:14]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1>[OH-].[Na+].CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]([CH2:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:13]2([C:26]([OH:28])=[O:27])[CH2:14][CH2:15][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:17][CH2:18]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1

Komponenten

4

Edukt 1

HCID 229070954-[[4-Methoxybenzenesulfonyl](benzyl)amino]-1-[benzyl]-4-[carbomethoxy]-piperidine

Produkt 1

HCID 229072304-[[4-Methoxybenzenesulfonyl](benzyl)amino]-1-[benzyl]-4-[carboxy]piperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A heterogeneous mixture of 4-[[4-methoxybenzenesulfonyl](benzyl)amino]-1-[benzyl]-4-[carbomethoxy]-piperidine (1.2 g, 2.26 mmol) in 50% aqueous sodium hydroxide (10 mL) and methanol (50 mL) is heated to reflux for 16 hours. The methanol is evaporated and the residue is neutralized with 4N hydrochloric acid. The aqueous solution is extracted with ethyl acetate. The combined organic extracts are dried (NaSO4) and the solvent is evaporated to give 4-[[4-methoxybenzenesulfonyl](benzyl)amino]-1-[benzyl]-4-[carboxy]-piperidine.

Aufarbeitung

  1. temperatureis heated
  2. temperatureto reflux for 16 hours
  3. customThe methanol is evaporated
  4. extractionThe aqueous solution is extracted with ethyl acetate
  5. dry with materialThe combined organic extracts are dried (NaSO4)
  6. customthe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-de98e91535b84286bd891844d65cae53
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646167

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