Hydrochloric Acid → HCID 18439217, compound

Temperature

60 °C

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%).

1. customIn a 250 mL round-bottom flask equipped with a condenser
2. additionwas added
3. customDioxane and methanol were evaporated
4. additionthe residue was diluted with 100 mL H2O
5. filtrationThe aqueous solution was filtered
6. extractionthe filtrate was extracted with Et2O (2×100 mL)
7. dry with materialdried over MgSO4
8. customEvaporation of solvent
9. customgave 7.64 g
10. customof un-reacted
11. extractionwas extracted with ethyl acetate (3×100 mL)
12. dry with materialThe combined organic layers were dried over MgSO4
13. customEvaporation of solvent

ORD record

ord-46e55bf63ad74256ada060c660c9fbee

Source dataset

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07186797B2