反応 #65406

反応方程式

2-(chloromethyl)quinoline hydrochloride

methyl p-hydroxyphenylacetate

potassium carbonate

→

title compound

収率 84.9%

Methyl p-(2-quinolylmethoxy)phenylacetate

収率 84.9%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他Dimethylformamide was removed
2. 2
   その他the residue was partitioned between water and chloroform
3. 3
   乾燥The organic phase was dried over sodium sulfate
4. 4
   その他the solvent was removed
5. 5
   その他to afford 1.68 g of a crude product that
6. 6
   その他was purified by chromatography on silica gel (ethyl acetatehexane 1:1)

実験手順

To a mixture of 2-(chloromethyl)quinoline hydrochloride (1 g, 4.6 mmol) and methyl p-hydroxyphenylacetate (0.83 g, 5 mmol) in anhydrous dimethylformamide (20 mL), was added potassium carbonate (2.33 g) and the mixture was heated at 60° C. for 8 h. Dimethylformamide was removed, and the residue was partitioned between water and chloroform. The organic phase was dried over sodium sulfate and the solvent was removed, to afford 1.68 g of a crude product that was purified by chromatography on silica gel (ethyl acetatehexane 1:1), to give 1.2 g of the title compound (yield: 84%).

出典