Hydrochloric Acid → [(4-{[3-Methyl-6-(methyloxy)-2-phenyl-1-naphthalenyl]oxy}phenyl)oxy]acetic acid

Participants

Reaction Conditions

Reaction Steps

Ethyl [(4-{[3-methyl-6-(methyloxy)-2-phenyl-1-naphthalenyl]oxy}phenyl)oxy]acetate (234) (0.170 g, 0.39 mmol) was dissolved in 1:1 THF:EtOH (6 mL). To the above mixture was added 1 N NaOH (0.5 mL) at room temperature and heated to 50° C. The reaction mixture was kept at that temperature for 0.5 h and cooled at RT. Reaction mixture was acidified with 25% aqueous HCl, and then extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), and concentrated under reduced pressure to afford 0.155 g (97%) the crude product (235). 1H NMR (400 MHz, CDCl3): δ 7.78 (d, J=10.0 Hz, 1H), 7.54 (s, 1H), 7.28-7.03 (m, 4H), 6.64 (d, J=9.0 Hz, 2H), 6.50 (d, J=8.9 Hz, 2H), 4.54 (s, 2H), 3.93 (s, 3H), 2.23 (s, 3H).

Provenance & Evidence