Reaktion #93043

Reaktionsgleichung

methyl 5-chloro-2-nitro-benzoate

potassium

2,4,6-trichlorophenol

→

Methyl 2-nitro-5-(2',4',6'-trichlorophenoxy)benzoate

Lösungsmittel

dimethyl sulfoxide

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe cooled reaction mixture
2. 2
   Extraktionextracted with ether (3×100 ml.)
3. 3
   WaschenThe combined ether fractions were washed with 10% sodium hydroxide solution (2×30 ml.)
4. 4
   TrocknenThe ether solution was dried (Na2SO4)
5. 5
   Sonstigethe solvent evaporated
6. 6
   Sonstigeto give a dark oil
7. 7
   SonstigeTwo crystallizations (petroleum ether)
8. 8
   Sonstigegave 1.91 g

Vorschrift

A stirred solution of methyl 5-chloro-2-nitro-benzoate (17.0 g., 0.079 mole) and the potassium salt of 2,4,6-trichlorophenol (18.6 g., 0.079 mole) in dimethyl sulfoxide (100 ml.) was heated at 90° C. for 17 hours. The cooled reaction mixture was diluted with water (500 ml.) and then extracted with ether (3×100 ml.). The combined ether fractions were washed with 10% sodium hydroxide solution (2×30 ml.) and then with a saturated aqueous chloride solution. The ether solution was dried (Na2SO4) and the solvent evaporated to give a dark oil. Two crystallizations (petroleum ether) gave 1.91 g. of a pale yellow solid, m.p. 101°-103° C.

Quelle