HCID 67549813, Verbindung → Tert-butyl 4-(5-formyl-1,3-thiazol-2-yl)piperazine-1-carboxylate

HRID 1352370

Reaktionsgleichung

Reaktionsgleichung von HRID 1352370
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([CH2:19][OH:20])=[CH:17][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>ClCCl.[O-2].[Mn+4].[O-2]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([CH:19]=[O:20])=[CH:17][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 67549813HCID 67549813, Verbindung

Produkt 1

HCID 23560811Tert-butyl 4-(5-formyl-1,3-thiazol-2-yl)piperazine-1-carboxylateAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 40.0 mmol 4-(5-hydroxymethyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester in 300 ml dichloromethane was added 289 mmol manganese(IV) oxide and the mixture was heated at reflux for 3 h. The mixture was then filtered and the filtrate was concentrated in vacuo. The residue was purified by chromatography (SiO2, ethyl acetate/heptane) to afford the title compound as a light brown crystalline solid (yield 40%). MS (m/e): 298.3 (M+H+, 100%).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3 h
  3. filtrationThe mixture was then filtered
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe residue was purified by chromatography (SiO2, ethyl acetate/heptane)

Quellen und Nachweise

ORD-Eintrag
ord-8d61cbb7a97e4ba2985ccc23517a9598
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220744B2

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