Reaktion #2329

Reaktionsgleichung

Bromine

product

methyl 4-(2,2-dimethylacetyl)-phenoxyacetate

→

methyl 4-(2-bromo-2,2-dimethylacetyl)phenoxyacetate

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was evaporated in vacuo
2. 2
   Sonstigeto give an orange oil
3. 3
   FiltrationA solution of this oil, in a small volume of dichloromethane, was filtered through silica
4. 4
   Sonstigethe clear filtrate, on evaporation

Vorschrift

Bromine (2.09 ml) was added dropwise over ten minutes to a stirred solution of the product of step (i) above (9.44 g) in carbon tetrachloride (200 ml). The solution was stirred for 16 hours, then the solvent was evaporated in vacuo to give an orange oil. A solution of this oil, in a small volume of dichloromethane, was filtered through silica and the clear filtrate, on evaporation, gave methyl 4-(2-bromo-2,2-dimethylacetyl)phenoxyacetate, 11.3 g, as a white crystalline solid: m.p. 46°-50° C.; NMR (d6DMSO) δ 8.09 (2H, d), 7.05 (2H, d), 4.92 (2H, s), 3.72 (3H, s), 2.0(6H, s).

Quelle