반응 #1747859

반응 방정식

methanol

potassium tert-butoxide

10-methylphenothiazine-3,7-dicarbaldehyde

diethyl benzhydrylphosphonate

→

3,7-Bis(2,2-diphenylvinyl)-10-methylphenothiazine

용매

dimethyl sulfoxide

반응 조건

후처리

1. 1
   기타prepared analogously to Example 13 in U.S
2. 2
   기타rose from 25 to 43° C
3. 3
   workup.STIRRINGstirred for 15 min
4. 4
   여과filtered through a black band
5. 5
   여과filter
6. 6
   세척The residue was washed with 300 ml of methanol
7. 7
   기타dried at 80° C. under reduced pressure
8. 8
   workup.DISSOLUTIONThe crude product (4.7 g) was dissolved in 150 ml of methylene chloride
9. 9
   기타purified on silica gel
10. 10
    기타recrystallized from 83 ml of butylglycol
11. 11
    기타were obtained

실험 절차

3.46 g (30.4 mmol) of potassium tert-butoxide and then 3.60 g (13.4 mmol) of 10-methylphenothiazine-3,7-dicarbaldehyde were added with stirring and at room temperature to a solution of 8.20 g (26.8 mmol) of diethyl benzhydrylphosphonate (prepared analogously to Example 13 in U.S. Pat. No. 5,130,603) in 60 ml of anhydrous dimethyl sulfoxide, in the course of which the temperature rose from 25 to 43° C. After stirring at room temperature for 5 hours, the reaction solution was admixed with 150 ml of methanol, stirred for 15 min and filtered through a black band filter. The residue was washed with 300 ml of methanol and dried at 80° C. under reduced pressure. The crude product (4.7 g) was dissolved in 150 ml of methylene chloride, purified on silica gel and recrystallized from 83 ml of butylglycol. 3.56 g (23% of theory) of greenish microcrystals having a melting point of 233-241° C. were obtained.

출처