反応 #985274

反応方程式

phenothiazine

1,6-dibromohexane

potassium hydroxide

→

1,6-Di(10H-10-phenothiazinyl)hexane

溶媒

toluene

反応条件

後処理

1. 1
   温度refluxed for 48 hours
2. 2
   ろ過filtered
3. 3
   洗浄washed thoroughly with water
4. 4
   乾燥The organic phase was dried over anhydrous sodium sulfate
5. 5
   その他the solvent was removed by evaporation
6. 6
   その他The crude product was purified by column chromatography
7. 7
   workup.ADDITIONa mixture of ethyl acetate and hexane in a volume ratio of 1:6 as eluent

実験手順

A mixture of phenothiazine (0.15 mol), 0.1 mol of 1,6-dibromohexane, 0.15 mol of potassium hydroxide and 1% w/w of tetra-n-butyl ammonium hydrogen sulfate in 300 ml of dry toluene was stirred and refluxed for 48 hours. The reaction mixture was cooled to room temperature, filtered, and washed thoroughly with water. The organic phase was dried over anhydrous sodium sulfate, and the solvent was removed by evaporation. The crude product was purified by column chromatography using a mixture of ethyl acetate and hexane in a volume ratio of 1:6 as eluent. The yield of 1,6-di(10H-10-phenothiazinyl)hexane was 85%. The 1H-NMR spectrum of the product in CDCl3 was characterized by the following chemical shifts (δ, ppm): 1.35-1.50(m, 4H), 1.55-1.90(m, 4H), 3.82(t, 4H), and 6.73-7.19(m, 16H).

出典