반응 #435411

반응 방정식

methacryloyl chloride

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

triethylamine

water

methacryloyl chloride

→

desired product

수율 78.0%

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

수율 78.0%

용매

dioxane

반응 조건

후처리

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

실험 절차

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.

출처