p-Toluenesulfonic acid → 3-Cyclopropyl-1-(2-fluoro-4-methylsulphonylphenyl)-propan-1,3-dione

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Reaction Steps

A mixture of t-butyl 3-cyclopropyl-2-(2-fluoro-4-methylsulphonylbenzoyl)-3-oxopropionate (10.5 g) and p-toluenesulphonic acid (2.0 g) in toluene was stirred and heated at reflux for 4 hours. The mixture was washed with water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness to give 3-cyclopropyl-1-(2-fluoro-4-methylsulphonylphenyl)-propan-l,3-dione (7.4 g) as a red gum, NMR (CDCl3); 0.9-1.3 (m,4H), 1.8-2.1 (m, 1H), 3.1 (s,3H), 6.3 (s, 1H), 7.5-8.0 (m,3H).

Provenance & Evidence