Benzene → Ethyl 2-(4-bromo-phenoxy)-benzoate

Reaktionsgleichung

[Br:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=2[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH:18]1C=CC=C[CH:19]=1>C(O)C.S(=O)(=O)(O)O>[CH2:18]([O:10][C:9](=[O:11])[C:8]1[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=1[O:6][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:17][CH:16]=1)[CH3:19]

Komponenten

Versuchsvorschrift

A mixture of 560.0 g of 2-(4-bromophenoxy)benzoic acid in 1940 ml of absolute benzene, 218 ml of absolute ethanol and 32.6 ml of concentrated sulphuric acid is boiled under reflux for 32 hours, the water that forms being removed in a water separator. The reaction mixture is cooled to 10° and, with the addition of ice, is washed with 1000 ml of water, 500 ml of a 2N aqueous sodium carbonate solution and then once more with 1000 ml of water. The organic phase is separated off, dried over magnesium sulphate and concentrated by evaporation at 40° at a pressure of 11 mm Hg. The residue is distilled in a high vacuum and yields the 2-(4-bromophenoxy)benzoic acid ethyl ester. Boiling point 140°-150°/0.05 mm Hg.