Reaktion #4830

Reaktionsgleichung

p-Chlorophenyltrichlorovinyl carbinol

sulfuric acid

z-methyl-2-chloro-3-(4'-methoxyphenyl)propenoate

Hydrogen chloride

→

z-methyl-2-chloro-3-(4'-chlorophenyl)propenoate

Ausbeute 93.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is cooled

Vorschrift

p-Chlorophenyltrichlorovinyl carbinol (6.0 g, 22.0 millimoles) is added to a refluxing solution of methanolic sulfuric acid (30 ml as noted in Example 4). Hydrogen chloride evolution is noted during the stirring procedure for 45 minutes. The mixture is cooled and has a workup as in Example 4, which affords z-methyl-2-chloro-3-(4'-chlorophenyl)propenoate (4.7 g, 20.4 millimoles) in 93 percent yield (M.P.=78° C.-80° C.): 'H NMR (CDCl3) δ 7.77 (1H, s), 7.45 (4H, ab quartet), 3.81 (3H, s); 13C NMR (CDCl3) δ 163.5, 136.1, 135.8, 131.6, 131.3, 128.8, 122.3, 53.4. Analysis calculated for: C, 52.01; H, 3.50. Found: C, 51.85; H, 3.42.

Quelle