Hydrochloric Acid → HCID 9827304, compound

Participants

Reaction Conditions

Reaction Steps

At ambient temperature, to a stirred solution of 4-(5'-benzoyl-[1,1';3',1"]terphenyl-2'-yloxymethyl)-2-acetoxy-benzoic acid methyl ester (0.527 g, 0.946 mmol) in MeOH:THF (1:1,15 mL) was added K2CO3 (0.261 g, 1.89 mmol). After 1 h, to the reaction was added 1N NaOH (5 mL) and the reaction was heated at 100° C. for 4 h. The reaction was cooled to ambient temperature, acidified with 1N HCl and extracted with EtOAc. The organic extracts were dried (Na2SO4) and concentrated. Recrystallization from ether/pet. ether gave 0.261g (55%) of the title compound as a white solid, mp 217-220'C. 1H NMR (DMSO-d6) δ 4.25 (s, 2H), 6.29 (dd, 1H), 6.34 (d, 1H), 7.38-7.48 (m, 6H), 7.53-7.69 (m, 8H), 7.72 (s, 2H), 7.82 (d, 2H). IR (KBr) 3050, 1675, 1620, 1575 and 1210 cm-1. mass spectrum (EI) m/z 500 (M+). Anal. Calcd. for C33H24O5H2O: C,76.43; H,5.05; N,0.00. Found: C,76.75; H,4.82; N,0.03.

Provenance & Evidence