Potassium Hydroxide → 3-[(Furan-2-yl-methyl)-amino]-phtalic acid

To a stirred solution of crude 3-[(furan-2-yl-methyl)-amino]-phthalic acid dimethyl ester in methanol (100 ml), was added 5N potassium hydroxide (79 ml). The mixture was stirred at room temperature overnight. The solvent was evaporated in vacuo and the residue dissolved in water (50 ml). The water was washed with diethyl ether (2×100 ml). The aqueous portion was cooled in an ice bath and the pH was adjusted to 2-3 by dropwise addition of concentrated hydrochloric acid. The aqueous solution was then extracted into ethyl acetate (3×100 ml). The combined ethyl acetate extracts were washed with brine (150 ml), and dried over MgSO4. The solvent was evaporated in vacuo, and the residue, which contained a mixture of diacid and monomethyl esters, was used without further purification.

1. customThe solvent was evaporated in vacuo
2. dissolutionthe residue dissolved in water (50 ml)
3. washThe water was washed with diethyl ether (2×100 ml)
4. temperatureThe aqueous portion was cooled in an ice bath
5. additionthe pH was adjusted to 2-3 by dropwise addition of concentrated hydrochloric acid
6. extractionThe aqueous solution was then extracted into ethyl acetate (3×100 ml)
7. washThe combined ethyl acetate extracts were washed with brine (150 ml)
8. dry with materialdried over MgSO4
9. customThe solvent was evaporated in vacuo
10. additiona mixture of diacid and monomethyl esters
11. customwas used without further purification

ORD-Eintrag

ord-e583509286294a0baaaf0ad98150113f

Quelldatensatz

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07816393B2