Potassium Iodide → HCID 22151947, Verbindung

(2-Hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)methanone (16.1 g, 65.9 mmol), 36.5 g (258 mmol) of potassium carbonate, and 3.00 g (18 mmol) of potassium iodide were suspended in 250 ml of 2-propanol and heated with stirring. Dichloroacetic acid (6.00 ml, 72.6 mmol) was added slowly with a syringe and the mixture heated at reflux with stirring. After 48 hours another 5.00 ml of dichloroacetic acid was added and the reaction continued for another 48 hours. The mixture was then allowed to cool and was concentrated by evaporation under reduced pressure to obtain a solid residue. The residue was dissolved in 500 ml of water and the solution extracted with 200 ml of ether. The aqueous layer was then acidified with concentrated aqueous hydrochloric acid and then extracted twice with 500 ml portions of ether and once with 300 ml of ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain 3-methoxy- 12H-dibenzo[d,g][1,3]dioxocin-12-one-6-carboxylic acid as a semi-solid residue. The proton nmr spectrum was consistent with the assigned structure.

1. temperatureheated
2. temperaturethe mixture heated
3. temperatureat reflux
4. stirringwith stirring
5. temperatureto cool
6. concentrationwas concentrated by evaporation under reduced pressure
7. customto obtain a solid residue
8. extractionthe solution extracted with 200 ml of ether
9. extractionextracted twice with 500 ml portions of ether and once with 300 ml of ethyl acetate
10. dry with materialThe combined organic extracts were dried over magnesium sulfate
11. filtrationfiltered
12. concentrationconcentrated by evaporation under reduced pressure

ORD-Eintrag

ord-8270aedd607e45e7bb9c163eec5d0b1a

Quelldatensatz

uspto-grants-1990_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04979978