Reaktion #656855

Reaktionsgleichung

2-[2,4,4'-tris(dimethylamino)benzhydryl]-5-dimethylaminobenzoic acid

potassium hydroxide

sodium bicarbonate

→

3-(2,4-bis[dimethylamino]phenyl)-3-(4-dimethylaminophenyl)-6-dimethylaminophthalide

Ausbeute 79.6%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas prepared
2. 2
   SonstigeThe solid which separated
3. 3
   Filtrationwas collected by filtration at ambient temperature
4. 4
   Waschenwashed with water until alkali free when
5. 5
   Sonstigedried
6. 6
   Sonstigewas slurried with hexane at room temperature
7. 7
   Filtrationfiltered
8. 8
   Sonstigedried

Vorschrift

A solution of 29.78 g of 2-[2,4,4'-tris(dimethylamino)benzhydryl]-5-dimethylaminobenzoic acid prepared as described in part B above, 450.0 g of water and 16.2 g of flake potassium hydroxide was prepared and the pH adjusted to 10.0 by the gradual addition of sodium bicarbonate. The solution was then heated at approximately 75° C. under an atmosphere of oxygen at 60-65 psi for approximately six hours in an agitated stainless steel autoclave. The solid which separated was collected by filtration at ambient temperature, washed with water until alkali free when tested with Brilliant Yellow test paper and dried. The dried solid was slurried with hexane at room temperature, filtered and dried to obtain 23.6 g of 3-(2,4-bis[dimethylamino]phenyl)-3-(4-dimethylaminophenyl)-6-dimethylaminophthalide (Formula I: R=CH3 ; X=H; Y=4-(CH3)2NC6H4 ; Z=2,4-[(CH3)2N]2C6H3) a pale blue-colored solid melting at 171°-172° C.

Quelle