반응 #65991

반응 방정식

2-(Chloromethyl)quinoline

2-methyl-5-hydroxy-1H-indene-3-acetic acid methyl ester

potassium carbonate

18-crown-6

→

desired product

수율 79.3%

2-Methyl-5-(2-quinolinylmethoxy)-1H-indene-3-acetic acid methyl ester

수율 79.3%

용매

acetonitrile

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture is stirred for 15 hours at 65° C
2. 2
   기타After the solvent is removed
3. 3
   기타the residue is partitioned between water and ethyl acetate
4. 4
   건조The organic phase is dried over MgSO4
5. 5
   기타evaporated
6. 6
   기타The crude product is purified by flash chromatography (eluant: methylene chloride-ethyl acetate)

실험 절차

A mixture of 2-methyl-5-hydroxy-1H-indene-3-acetic acid methyl ester (1.8 g, 8.25 mmol), powdered anhydrous potassium carbonate (1.13 g, 8.25 mmol) and 18-crown-6 (0.219 g) in acetonitrile (21 mL) is stirred at room temperature for 15 minutes. 2-(Chloromethyl)quinoline (1.6 g, 9.08 mmol) is then added and the mixture is stirred for 15 hours at 65° C. After the solvent is removed, the residue is partitioned between water and ethyl acetate. The organic phase is dried over MgSO4 and evaporated. The crude product is purified by flash chromatography (eluant: methylene chloride-ethyl acetate) to afford 2.35 g (79%) of the desired product.

출처