Hydrochloric Acid → HCID 18439217, compound

Participants

Reaction Conditions

Reaction Steps

In a 250 mL round-bottom flask equipped with a condenser, methyl 3-methoxy-2,4,6-triiodobenzoate (11.07 g) was dissolved in a 3:1 mixture of dioxane/ MeOH (88 mL). Lithium hydroxide (1.71 g) dissolved in 22 mL H2O was added and the reaction mixture was stirred for 72 h at 60° C. Dioxane and methanol were evaporated and the residue was diluted with 100 mL H2O. The aqueous solution was filtered and the filtrate was extracted with Et2O (2×100 mL). The ether layers were combined and dried over MgSO4. Evaporation of solvent gave 7.64 g of un-reacted starting material (69%). The aqueous layer was acidified to pH 2 with 2N HCl and was extracted with ethyl acetate (3×100 mL). The combined organic layers were dried over MgSO4. Evaporation of solvent gave the desired acid. Yield 3.14 g (29%).

Provenance & Evidence