반응 #544028

반응 방정식

NaOH

methyl 4-({[6-(1,5-diphenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}methyl)benzoate

→

title compound

수율 99.0%

4-({[6-(1,5-diphenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}methyl)benzoic acid

수율 99.0%

용매

THF

methanol

water

반응 조건

후처리

1. 1
   온도was refluxed under nitrogen for 7 h
2. 2
   여과The reaction was filtered
3. 3
   workup.ADDITIONacidified by the addition of 2.5 mL of 1 N HCl
4. 4
   농축concentrated under reduced pressure
5. 5
   기타to remove the THF and methanol
6. 6
   여과The solid present was collected by filtration
7. 7
   세척rinsed with water
8. 8
   기타dried under reduced pressure

실험 절차

A mixture of methyl 4-({[6-(1,5-diphenyl-1H-pyrrol-2-yl)-2-naphthyl]oxy}methyl)benzoate (235 mg, 0.461 mmol), prepared in the previous step, and 1 N NaOH (692 μL, 0.692 mmol) in 30 mL of THF plus 30 mL of methanol plus 5 mL of water was refluxed under nitrogen for 7 h. The reaction was filtered, cooled to room temperature, acidified by the addition of 2.5 mL of 1 N HCl and then concentrated under reduced pressure to remove the THF and methanol. The solid present was collected by filtration, rinsed with water and dried under reduced pressure to give the title compound (225 mg, 99%) as a white solid, mp 309–310° C. Elemental Analysis for C34H25NO3.0.05 C4H8O.0.19 H2O Calc'd: C, 81.73; H, 5.17; N, 2.79. Found: C, 81.94; H, 5.02; N, 2.65.

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