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[2-(4-Trifluoromethyl-phenyl)-4-(4-trifluoromethyl-piperidin-1-ylmethyl)-thiazol-5-yl]-methanol → 2-(4-Trifluoromethyl-phenyl)-4-(4-trifluoromethyl-piperidin-1-ylmethyl)-thiazole-5-carbaldehyde

HRID 1172671
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1172671
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][C:11]([CH2:25][OH:26])=[C:12]([CH2:14][N:15]3[CH2:20][CH2:19][CH:18]([C:21]([F:24])([F:23])[F:22])[CH2:17][CH2:16]3)[N:13]=2)=[CH:5][CH:4]=1>ClCCl.[O-2].[Mn+4].[O-2]>[F:28][C:2]([F:1])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][C:11]([CH:25]=[O:26])=[C:12]([CH2:14][N:15]3[CH2:20][CH2:19][CH:18]([C:21]([F:23])([F:22])[F:24])[CH2:17][CH2:16]3)[N:13]=2)=[CH:5][CH:4]=1
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Komponenten

4

Edukt 1

HCID 59556321[2-(4-Trifluoromethyl-phenyl)-4-(4-trifluoromethyl-piperidin-1-ylmethyl)-thiazol-5-yl]-methanol

Produkt 1

HCID 595563192-(4-Trifluoromethyl-phenyl)-4-(4-trifluoromethyl-piperidin-1-ylmethyl)-thiazole-5-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1 g of [[2-(4-trifluoromethyl-phenyl)-4-(4-trifluoromethyl-piperidin-1-ylmethyl)-thiazol-5-yl]-methanol in 7 ml of dichloromethane was added 2.35 g of manganese(IV)oxide (activated with charcoal). The resulting mixture was heated under reflux for four hours. The cooled reaction mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure and purified by column chromatography on silica gel (heptane 80/ethyl acetate 20) to give 0.53 g of 2-(4-trifluoromethyl-phenyl)-4-(4-trifluoromethyl-piperidin-1-ylmethyl)-thiazole-5-carbaldehyde.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for four hours
  3. customThe cooled reaction mixture
  4. filtrationwas filtered through a pad of celite
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. custompurified by column chromatography on silica gel (heptane 80/ethyl acetate 20)

Quellen und Nachweise

ORD-Eintrag
ord-bbdd75a739da4c9b88e1e5cd94c3beb9
Quelldatensatz
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07834030B2

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