Reacción #55293

Ecuación de reacción

hydrochloric acid

2-(2-ethoxy-4-(diethylamino)benzoyl)benzoic acid

N,N,N',N'-tetramethyl-m-phenylenediamine

acetic anhydride

→

3-(2,4-bis(dimethylamino)phenyl)-3-(2-ethoxy-4-(diethylamino)phenyl)phthalide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated (70°-75° C.) during one hour
2. 2
   OtroRecrystallization of the resulting red precipitate from hexane

Procedimiento

A mixture of 2-(2-ethoxy-4-(diethylamino)benzoyl)benzoic acid (6.82 g.), N,N,N',N'-tetramethyl-m-phenylenediamine (2.80 g.) and acetic anhydride (20 g.) was heated (70°-75° C.) during one hour, let stand overnight and poured into dilute hydrochloric acid. The resulting mixture was basified. Recrystallization of the resulting red precipitate from hexane followed by slurrying in alkaline water afforded 3-(2,4-bis(dimethylamino)phenyl)-3-(2-ethoxy-4-(diethylamino)phenyl)phthalide (I: X=(CH3)2N, Y2 =CH3CH2O, Y4 =(CH3CH2)2N, Z4 =Z5 =Z6 =Z7 =H) (m.p. 146°-150° C.).

Fuente