Reaction #2460302

Reaction equation

Thioxanthen-9-one-2-carboxylic acid

n-propanol

sulfuric acid

→

propyl thioxanthen-9-one-2-carboxylate

Solvents

toluene

Conditions

Workup

1. 1
   Temperatureheated
2. 2
   Temperatureat reflux
3. 3
   ConcentrationThe reaction mixture was concentrated
4. 4
   Washthe resulting solid residue was washed with water
5. 5
   Otherdried
6. 6
   OtherThe product was purified by recrystallization from heptane
7. 7
   Otherto provide 26.6 g (65% of theory) of a pale yellow solid

Procedure

Finally, propyl thioxanthen-9-one-2-carboxylate (S-20) was prepared. Thioxanthen-9-one-2-carboxylic acid (35 g, 137 mmol) was suspended in a mixture of toluene (250 mL), n-propanol (250 mL), and concentrated sulfuric acid (2 mL) and heated at reflux with stirring for 3 d. The reaction mixture was concentrated, and the resulting solid residue was washed with water and dried. The product was purified by recrystallization from heptane to provide 26.6 g (65% of theory) of a pale yellow solid.

Source