Potassium Hydroxide → HCID 13384234, compound

Participants

Reaction Steps

The above process is repeated except that the ethyl 2-(4-chlorophenoxy)-3,3,3-trifluoro-2-trifluoromethylpropionate is replaced by ethyl 2-(4-fluorophenoxy)-3,3,3-trifluoro-2-trifluoromethylpropionate (8.6 g.), ethyl 2-(1-naphthyloxy)-3,3,3-trifluoro-2-trifluoromethylpropionate (4.8 g.), ethyl 2-(4-biphenyloxy)-3,3,3-trifluoro-2-trifluoromethylpropionate (1.96 g.) or ethyl 2-[4-(4-chlorophenyl)phenoxy]-3,3,3-trifluoro2-trifluoromethylpropionate (3.35 g.) and the 19.2 ml. of 4.5N-aqueous potassium hydroxide is replaced by an equivalent quantity (based of the amount of starting ester) of 5.2N-aqueous potassium hydroxide. In the case of ethyl 2(1-naphthyloxy)-3,3,3-trifluoro-2-trifluoromethylpropionate, the hydrolysis is continued for 41/2 hours. In each case the sublimation step is omitted, and the residue after evaporation of the ethereal extract is crystallised from light petroleum (b.p. 60°-80° C.) to give 2-(4-fluorophenoxy)-3,3,3-trifluoro-2-trifluoromethylpropionic acid, m.p. 77°-78° C. (1.5 g.), 2-(1-naphthyloxy)3,3,3-trifluoro-2-trifluoromethylpropionic acid, m.p. 125°-126° C. (0.46 g.), 2-(4-biphenylyloxy)-3,3,3-trifluoro-2-trifluoromethylpropionic acid, m.p. 137°-138° C. (1.15 g.), or 2-[4-(4-chlorophenyl)phenoxy]-3,3,3-trifluoro-2-trifluoromethylpropionic acid, m.p. 159°-160° C. (1.15 g.), respectively.

Provenance & Evidence