1-Benzyloxycarbonyl-3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidine → 3-[2-[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidine

HRID 602196Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 602196
C(OC([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([CH:17]=[CH:18][C:19]2[S:23][C:22]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)=[N:21][C:20]=2[CH3:31])[CH2:12]1)=O)C1C=CC=CC=1>Cl>[Cl:30][C:27]1[CH:28]=[CH:29][C:24]([C:22]2[S:23][C:19]([CH:18]=[CH:17][CH:13]3[CH2:14][CH2:15][CH2:16][NH:11][CH2:12]3)=[C:20]([CH3:31])[N:21]=2)=[CH:25][CH:26]=1

Komponenten

3

Edukt 1

HCID 672674511-Benzyloxycarbonyl-3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidine

Produkt 1

HCID 672670783-[2-[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidineAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

1-Benzyloxycarbonyl-3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidine (1.16 g, 2.56 mmol) in 6 mol/L hydrochloric acid (25 mL) was stirred for 1 hour while being refluxed. Subsequently, the reaction mixture washed with ethyl acetate. A 10 mol/L aqueous sodium hydroxide solution was then added to make the mixture basic and the mixture was extracted with ethyl acetate. The extract washed with brine, followed by drying over magnesium sulfate and evaporation of the solvent. The residue was air-dried to give 749 mg (92%) of the desired compound as a yellow powder.

Aufarbeitung

  1. temperaturewhile being refluxed
  2. washSubsequently, the reaction mixture washed with ethyl acetate
  3. additionA 10 mol/L aqueous sodium hydroxide solution was then added
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract washed with brine
  6. dry with materialby drying over magnesium sulfate and evaporation of the solvent
  7. customThe residue was air-dried

Quellen und Nachweise

ORD-Eintrag
ord-27b844eb270344d99ae76514f6bcf323
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902367B2

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