Methanol → 7-[4-({[3-(2,6-Dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-naphthalenecarboxylic acid

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 7-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-naphthalenecarboxylate (0.122 g, 0.22 mmol) in THF (2.2 mL) was placed in a microwave reaction tube. Methanol (1.1 mL) was added, followed by 1N sodium hydroxide (0.33 mL, 0.33 mmol). The tube was sealed and heated in a microwave reactor to 100° C. for 600 seconds. The solution was neutralized and concentrated. Water was added and the mixture was filtered. The resulting solid was dried in a vacuum oven at 45° C. with P2O5 to yield the title compound (0.095 g, 77% as 0.4 tetrahydrofuran) 1H NMR (DMSO-d6): δ 13.3-13.1 (broad s, approximately 1H), 9.05 (s, 1H), 8.14-8.12 (m, 2H), 8.04 (d, J=9 Hz, 1H), 7.82-7.79 (m, 1H), 7.63-7.52 (m, 6H), 6.92 (d, J=9 Hz, 2H), 4.87 (s, 2H), 3.46 (septet, J=7 Hz, 1H), 1.33 (d, J=7 Hz, 6H). HRMS C30H23NO4Cl2 m/z 532.1082 (M+H)+Cal; 532.1074 (M+H)+Obs.

Provenance & Evidence