Reaktion #343988

Reaktionsgleichung

Trichloroisocyanuric acid

6-(2-bromophenyl)-2,3-dihydrofuro[2,3-b]pyridine

→

desired product

5-chloro-6-(2-bromophenyl)-2,3-dihydrofuro[2,3-b]pyridine

Lösungsmittel

methylene chloride

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONa small additional amount of the chlorinating agent was added
2. 2
   Temperaturthe solution refluxed for 1.5 h
3. 3
   Waschenwashed with water, brine (sat.)
4. 4
   Trocknendried (over MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated

Vorschrift

Trichloroisocyanuric acid (0.63 g, 2.7 mmol) was added as a solid to a solution of 6-(2-bromophenyl)-2,3-dihydrofuro[2,3-b]pyridine (1.5 g, 5.4 mmol) in 1,2-dichloroethane (30 ml). The mixture was allowed to stir overnight and then a small additional amount of the chlorinating agent was added and the solution refluxed for 1.5 h. The mixture was diluted with methylene chloride and washed with water, brine (sat.), dried (over MgSO4), filtered and concentrated to afford 1.73 grams of the desired product, m.p. 106°-117° C.

Quelle