Reaktion #55290

Reaktionsgleichung

hydrochloric acid

2-(2,4-bis(dimethylamino)benzoyl)benzoic acid

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

acetic anhydride

→

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas warmed (at 25°-35° C.) during two to three hours
2. 2
   Filtrationfiltered with a filter aid
3. 3
   ExtraktionThe filter cake was extracted with hot toluene
4. 4
   ExtraktionDilution of the toluene extract with hexane

Vorschrift

A mixture of crude 2-(2,4-bis(dimethylamino)benzoyl)benzoic acid (7 g.), N,N,N',N'-tetramethyl-m-phenylenediamine (1.64 g.) and acetic anhydride was warmed (at 25°-35° C.) during two to three hours, then poured into dilute hydrochloric acid (10%). The resulting mixture was basified and filtered with a filter aid. The filter cake was extracted with hot toluene. Dilution of the toluene extract with hexane afforded 3,3-bis(2,4-bis(dimethylamino)phenyl)phthalide (I: X=Y2 =Y4 =(CH3)2N, Z4 =Z5 =Z6 =Z7 =H) (m.p. 186°-188° C.).

Quelle