Water → HCID 20080796, compound

Participants

Reaction Steps

A solution of 4-(4-chlorophenoxy)phenylpropan-2-one (26 g) in acetic anhydride (100 ml) was added, over 5 min, to a vigorously stirred mixture of polyphosphoric acid (200 g) and acetic anhydride (100 ml) at 80°. After stirring for 30 min the mixture was poured into water (1 liter) and extracted with toluene (2×500 ml). The combined extracts were washed with water then satd. aq. sodium bicarbonate, dried over magnesium sulphate and evaporated to give an oil. Trituration with ether gave a yellow solid, which was recrystallised from carbon tetrachloride to afford the title compound (14.64 g), m.p. 150°-152°, NMR δH (CDCl3) 6.95-7.4 (8H, m), 6.2 (1H, s), 2.3 (3H, s), 2.2 (3H, s).

Provenance & Evidence