Sodium Hydroxide → 1-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid

HRID 2194115Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2194115
C([O:3][C:4]([C:6]1([CH2:22][CH2:23][O:24][CH3:25])[CH2:11][CH2:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])(=[O:14])=[O:13])[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:12]([N:9]1[CH2:8][CH2:7][C:6]([CH2:22][CH2:23][O:24][CH3:25])([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]1)(=[O:13])=[O:14]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 667876761-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Produkt 1

HCID 595780921-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acidAusbeute 111,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

1-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (0.5 g) was dissolved in MeOH (8 ml), 3M aqueous NaOH (6.41 ml) was added and the mixture was stirred at 5 h at 60° C. to complete the reaction. The solvent was evaporated off, the residue was acidified with 3M aqueous HCl and extracted with dichloromethane. The layers were separated, the organic phase was washed with brine, dried over sodium sulphate and concentrated to give the desired 1-(2-chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid (0.519 g) as a light brown solid. MS (ESI): 360.1 (M-H)−.

Aufarbeitung

  1. customthe reaction
  2. customThe solvent was evaporated off
  3. extractionextracted with dichloromethane
  4. customThe layers were separated
  5. washthe organic phase was washed with brine
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-800c4c723c64418589bb6bd6c63a7c4a
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329904B2

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