تفاعل #435411

معادلة التفاعل

methacryloyl chloride

N-(2,6-diisopropylphenyl)-9-(6-hydroxy-1-hexynyl)perylene-3,4-dicarboximide

triethylamine

water

methacryloyl chloride

→

desired product

المردود 78.0%

N-(2,6-diisopropylphenyl)-9-(6-methacryloxy-1-hexynyl)-perylene-3,4-dicarboximide

المردود 78.0%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirred at 45° C. for a further 12 h
2. 2
   درجة الحرارةcooled to room temperature
3. 3
   استخلاصextracted with a total of 400 ml of methylene chloride
4. 4
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
5. 5
   أخرىthe residue was chromatographed on silica gel
6. 6
   أخرىremoval of the solvent under reduced pressure

الإجراء التجريبي

A solution of 1 g (1.72 mmol) of N-(2,6-diisopropylphenyl)-9-(6-hydroxy-1-hexynyl)perylene-3,4-dicarboximide in 100 ml of dry dioxane was heated to 45° C. under nitrogen, admixed with 0.4 ml of triethylamine and 0.28 ml of methacryloyl chloride, stirred at 45° C. for 4 h, admixed with 0.28 ml of methacryloyl chloride, stirred at 45° C. for a further 12 h, cooled to room temperature, again admixed with 200 ml of water and extracted with a total of 400 ml of methylene chloride. The solvent was distilled off under reduced pressure and the residue was chromatographed on silica gel using methylene chloride as eluent. Following removal of the solvent under reduced pressure, 800 mg (78%) of the desired product were isolated as a red, finely crystalline solid.

المصدر