تفاعل #302850

معادلة التفاعل

sodium hydroxide

compound 5

6-bromo-4′-aminoflavone

Sodium cyanoborohydride

paraformaldehyde

→

compound 7

6-bromo-4′-dimethylaminoflavone

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe obtained mixture was stirred at room temperature for 3 hours
2. 2
   workup.ADDITIONwas added to the reaction solution
3. 3
   استخلاصthe obtained mixture was then extracted with 50 ml (25 ml×2) of chloroform
4. 4
   تجفيفThe extract was dried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONthe solvent was then distilled away under reduced pressure

الإجراء التجريبي

Sodium cyanoborohydride (74.5 mg, 1.19 mmol) was slowly added dropwise to an acetic acid solution (10 ml) that contained compound 5 (75 mg, 0.237 mmol) and paraformaldehyde (71.1 mg, 2.37 mmol), while stirring. The obtained mixture was stirred at room temperature for 3 hours. After completion of the reaction, 50 ml of a 1 N sodium hydroxide aqueous solution was added to the reaction solution, and the obtained mixture was then extracted with 50 ml (25 ml×2) of chloroform. The extract was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure, so as to obtain a product of interest, 6-bromo-4′-dimethylaminoflavone (compound 7) in the form of a yellow crystal. Yield: 70 mg (yield constant: 85.7%) 1H NMR (300 MHz, CDCl3) δ8.34 (s, 1H), 7.72-7.82 (m, 3H), 7.43 (d, J=9.0 Hz, 1H), 6.70-6.77 (m, 3H), 3.08 (s, 6H). MS m/z 345 (M+).

المصدر