Sodium Hydroxide → 2-(4-Hydroxy-piperidin-1-yl)-thiazole-4-carboxylic acid

HRID 1755218Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1755218
C([O:3][C:4]([C:6]1[N:7]=[C:8]([N:11]2[CH2:16][CH2:15][CH:14]([OH:17])[CH2:13][CH2:12]2)[S:9][CH:10]=1)=[O:5])C.[OH-].[Na+].OS([O-])(=O)=O.[Na+]>CO>[OH:17][CH:14]1[CH2:15][CH2:16][N:11]([C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)[CH2:12][CH2:13]1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 516919Sodium BisulfateHCID 22242823Ethyl 2-(4-hydroxypiperidin-1-yl)thiazole-4-carboxylate

Produkt 1

HCID 672705112-(4-Hydroxy-piperidin-1-yl)-thiazole-4-carboxylic acidAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The 2-(4-hydroxy-piperidin-1-yl)-thiazole-4-carboxylic acid ethyl ester mixture from step a was dissolved in MeOH (10 mL). To this was added NaOH (2 M, 5.00 mL). The reaction mixture was stirred overnight, then diluted 1M NaHSO4 (30 mL). This solution was extracted with EtOAc (3×50 mL), and the combined organic layers were dried over Na2SO4, filtered, and concentrated to give the product (433 mg, 1.90 mmol, 90%) as a white solid.

Aufarbeitung

  1. extractionThis solution was extracted with EtOAc (3×50 mL)
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fccb14984ec645c4b50818eefee8de0f
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09169261B2

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