Reaction #2460328

Reaction equation

10-(4-butylphenyl)-10H-phenothiazine

diphenyliodonium hexafluorophosphate

→

10-(4-butylphenyl)-5-phenyl-10H-phenothiazin-5-ium hexa-fluorophosphate

Solvents

ether

Conditions

Workup

1. 1
   TemperatureUpon cooling to ambient temperature
2. 2
   workup.ADDITIONwas added
3. 3
   Washwashed with ether
4. 4
   Filtrationcollected by filtration
5. 5
   Washwashed three times with ether
6. 6
   OtherWithout further purification
7. 7
   Otherit was isolated in 98.2% (2.36 g)
8. 8
   Otheryield as a pale yellow solid

Procedure

A mixture of 10-(4-butylphenyl)-10H-phenothiazine (83) (1.44 g, 4.34 mmol), diphenyliodonium hexafluorophosphate (1.85 g, 4.34 mmol) and copper (I) benzoate (0.10 g) was heated at 120° C. for 3 hours under nitrogen. Upon cooling to ambient temperature, the mixture was transferred to a mortar-and-pestle and 50 ml of ether was added. The solid was finely powdered, washed with ether, collected by filtration and washed three times with ether. Without further purification, it was isolated in 98.2% (2.36 g) yield as a pale yellow solid.

Source