Reaktion #3044

Reaktionsgleichung

toluene

1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethanone

N-dimethylaminorhodanine

ammonium acetate

→

5-[[3,5-bis(1,1-dimethylethyl) -4-hydroxyphenyl]methylmethylene]-3-(dimethylamino)-2-thioxo-4-thiazolidinone

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturat reflux temperature
3. 3
   Sonstigeany aqueous layer generated was collected in a Dean-Stark trap
4. 4
   workup.ADDITIONOver the following 52 hours an additional 39 g of ammonium acetate and about 100 ml of acetic acid were added in increments
5. 5
   Sonstigewas recovered

Vorschrift

To 675 ml of toluene were added 20.9 g of 1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethanone, 13.3 g of N-dimethylaminorhodanine 6.5 g of ammonium acetate and about 20 ml of acetic acid. The mixture was heated at reflux temperature and any aqueous layer generated was collected in a Dean-Stark trap. Over the following 52 hours an additional 39 g of ammonium acetate and about 100 ml of acetic acid were added in increments and a total of 89.2 ml of aqueous phase was drawn off. Following workup by conventional techniques, 17.1 g of the desired subtitled intermediate was recovered.

Quelle