Phenacyl bromide → 4-(4-Phenyl-thiazol-2-yl)-piperidine hydrobromide

HRID 507286Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 507286
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[S:16])[NH2:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[Br:17][CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=O>CO>[BrH:17].[C:21]1([C:19]2[N:15]=[C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[S:16][CH:18]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

4

Edukt 2

HCID 6259Phenacyl bromideHCID 2735648tert-Butyl 4-carbamothioylpiperidine-1-carboxylate

Produkt 1

HCID 684624534-(4-Phenyl-thiazol-2-yl)-piperidine hydrobromideAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 1 g (4.1 mmol) 4-thiocarbamoyl-piperidine-1-carboxylic acid tert-butyl ester (commercially available) and 0.816 g (4.1 mmol) 2-bromo-1-phenyl-ethanone (commercially available) in 10 ml methanol was stirred at 70° C. for 22 h. After evaporation to dryness the residue was suspended in diethyl ether and filtered. The residue washed with diethyl ether and dried under vacuum to yield 1.279 g (96%) of the title compound in white crystalline form. (m/e): 245.2 (MH+(−HBr); 100%).

Aufarbeitung

  1. customAfter evaporation to dryness the residue
  2. filtrationfiltered
  3. washThe residue washed with diethyl ether
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-101cd7a6e6764b55be8e8e773303f105
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786143B2

Notizen zur Reaktion

Wird geladen…