Reaktion #49736

Reaktionsgleichung

N-benzyltrimethylammonium hydroxide

1,1-dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene

Sulphuric acid

→

1-bromo-2-[2-chloro-4-(methylsulphenyl)phenyl]acetylene

Lösungsmittel

methanol

toluene

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe resulting layers were separated
2. 2
   WaschenThe organic layer was washed with water
3. 3
   Trocknendried (MgSO4)
4. 4
   Filtrationfiltered
5. 5
   SonstigeThe filtrate was evaporated to dryness
6. 6
   Sonstigethe residue was purified by chromotography
7. 7
   Wascheneluted with a mixture of hexane and dichloromethane

Vorschrift

A suspension of Triton B (Reg Trade Mark, N-benzyltrimethylammonium hydroxide, 40% in methanol, 1.8 g) in toluene was added to a solution of 1,1-dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene (0.96 g) in toluene. The mixture was stirred for 15 minutes. Sulphuric acid (2 m) was added and the resulting layers were separated. The organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromotography eluted with a mixture of hexane and dichloromethane to give 1-bromo-2-[2-chloro-4-(methylsulphenyl)phenyl]acetylene 90.78 g) as a yellow oil, NMR (CDCl3) 2.5 (s,3H), 7.05(d,1H), 7.2(s,1H), 7.35(d,1H).

Quelle