反应详情

A solution of (10.11 mmol) of 4-((quinolin-2-yl)methyloxy)phenol, (30.33 mmol, 3 equiv.) of 2-chloromethylbenzyl chloride and 4.2 g (30.33 mmol, 3 equiv) of K2CO3 in 100 mL of 8:1--acetone:DMF is refluxed for 24 hrs. The mixture is poured into ice-water and allowed to stand for 11/2 hours. The precipitate that forms is filtered off, redissolved in EtOAc, dried, and concentrated in vacuo. The crude product is filtered by flash column chromatography to afford 2-(4-((quinolin-2-yl)methyloxy)phenoxymethyl)benzyl chloride which is used directly in the next step.

1. custom2 hours
2. filtrationThe precipitate that forms is filtered off
3. dissolutionredissolved in EtOAc
4. customdried
5. concentrationconcentrated in vacuo
6. filtrationThe crude product is filtered by flash column chromatography