반응 #677828

반응 방정식

7-hydroxy-1-tetralone

1-bromo-2-(bromomethyl)-4-chlorobenzene

potassium carbonate

→

7-(2-bromo-5-chlorobenzyloxy)-3,4-dihydronaphthalen-1(2H)-one

수율 89.0%

용매

dimethylformamide

ethyl acetate

반응 조건

후처리

1. 1
   세척The organics were washed three times with water
2. 2
   건조The organic layer was then dried with magnesium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   workup.ADDITIONTo the resulting oil was added methanol (500 mL)
6. 6
   workup.STIRRINGthe suspension was agitated for thirty minutes

실험 절차

To a stirred solution of 7-hydroxy-1-tetralone (13.9 g, 85.7 mmol) and 1-bromo-2-(bromomethyl)-4-chlorobenzene (25.6 g, 90.0 mmol) in dimethylformamide (850 mL) was added potassium carbonate (24 g, 172 mmol). The reaction was stirred under argon for 18 hours then diluted with ethyl acetate (1 L). The organics were washed three times with water and once with brine. The organic layer was then dried with magnesium sulfate, filtered and concentrated. To the resulting oil was added methanol (500 mL) and the suspension was agitated for thirty minutes. 7-(2-bromo-5-chlorobenzyloxy)-3,4-dihydronaphthalen-1(2H)-one (27.8 g, 89% yield) was isolated by filtration.

출처