Potassium Hydroxide → 3-(2-Methoxy-ethylamino)-phthalic acid

To a stirred solution of 3-(2-methoxy-ethylamino)-phthalic acid dimethyl ester (2.24 g, 8.38 mmol) in methanol (50 ml) was added 5N potassium hydroxide (10 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 (2×75 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 with ethyl acetate (3×75 ml). The combined ethyl acetate extracts were washed with brine (100 ml) and dried (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 (2×75 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 with ethyl acetate (3×75 ml)
7. washThe combined ethyl acetate extracts were washed with brine (100 ml)
8. dry with materialdried (MgSO4)
9. customThe solvent was evaporated in vacuo
10. additiona mixture of diacid and monomethyl esters
11. customwas used without further purification

ORDレコード

ord-00ed244872e941bbb3bbcc66568d00dd

出典データセット

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07576104B2