Reaktion #74934

Reaktionsgleichung

hydrogen sulfide

phosphorus pentasulfide

hydrogen sulfide

sodium hydroxide

1,2-di-p-anisyl-4-p-chlorophenylbutane-1,4-dione

→

2,3-di-p-anisyl-5-p-chlorophenylthiophene

Ausbeute 153.3%

Lösungsmittel

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe autoclave was cooled with a Dry Ice-acetone bath
2. 2
   Temperaturheated for three hours at 162°-168° C. (1220-1290 psig)
3. 3
   SonstigeTreatment with 150 ml of absolute ethanol to remove unreacted phosphorus pentasulfide
4. 4
   Sonstigegave 77 g of crude product
5. 5
   SonstigeRecrystallization from 400 ml of absolute ethanol

Vorschrift

In a 1-liter stainless steel autoclave equipped with stirrer were placed 54.5 g (0.133 mole) of 1,2-di-p-anisyl-4-p-chlorophenylbutane-1,4-dione, 100 ml of xylene and 30 g (0.0675 mole) of phosphorus pentasulfide. The autoclave was cooled with a Dry Ice-acetone bath and 130 g (3.81 moles) of hydrogen sulfide was distilled into the autoclave. The vessel was stirred and heated for three hours at 162°-168° C. (1220-1290 psig). After cooling to room temperature the hydrogen sulfide was vented into an aqueous sodium hydroxide solution. Treatment with 150 ml of absolute ethanol to remove unreacted phosphorus pentasulfide gave 77 g of crude product. Recrystallization from 400 ml of absolute ethanol gave 45 g (83.1%) of pure 2,3-di-p-anisyl-5-p-chlorophenylthiophene, m.p. 125°-128° C.

Quelle