Hydrochloric Acid → 2-Methyl-6-[(1R,3S)3-(5-methyl-2-naphthalen-2-yloxazol-4-ylmethoxy)cyclo-hexyloxymethyl]benzoic Acid

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Reaction Steps

94 mg of methyl 2-methyl-6-[(1R,3S)3-(5-methyl-2-naphthalen-2-yloxazol-4-yl-methoxy]cyclohexyloxymethyl]benzoate are stirred at 90° C. in a mixture of 10 ml of tert-butanol and 1 ml of 10 N potassium hydroxide solution. After two days, the mixture is acidified with hydrochloric acid and extracted with ethyl acetate. The combined organic phases are dried over magnesium sulfate, the solvents are removed under reduced pressure and the residue is purified by RP-HPLC. This gives 72 mg of 2-methyl-6-[(1R,3S)3-(5-methyl-2-naphthalen-2-yloxazol-4-yl-methoxy)cyclohexyloxymethyl]benzoic acid as an amorphous solid. C30H31NO5 (485.59), MS(ESI): 486 (M+H+).

Provenance & Evidence