Reaktion #6920

ord-8c6e643ef7e94b1798220fa7e7df48ce

Reaktionsgleichung

O=Cc1csc(Br)n1
2-Bromothiazole-4-carbaldehyde
OCCO
ethylene glycol
Brc1nc(C2OCCO2)cs1
product
Ausbeute 74.7%
Brc1nc(C2OCCO2)cs1
2-Bromo-4-(1,3-dioxolan-2-yl) thiazole
Ausbeute 74.7%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefitted, for 18 hr
  2. 2
    EinengenThe product was concentrated
  3. 3
    Sonstigepurified by column chromatography (15% ethyl acetate /hexane)

Vorschrift

2-Bromothiazole-4-carbaldehyde (6.56 g, 34.17 mmol) [A. T. Ung, S. G. Pyne/Tetrahedron: Asymmetry 9 (1998) 1395–1407] and ethylene glycol (5.72 ml, 102.5 mmol) were heated under reflux in toluene (50 ml), with a Dean and Stark trap fitted, for 18 hr. The product was concentrated and purified by column chromatography (15% ethyl acetate /hexane) to give the product as a yellow solid (6.03 g); m/z 236,238.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07084147B2uspto-grants-2006_08