1,3-Dibromopropane → 1-(3-Bromopropoxy)-3-nitrobenzene

13.9 g of 3-nitrophenol, 101 g of 1,3-dibromopropane and 15.2 g of anhydrous potassium carbonate were reacted in 100 ml of methyl ethyl ketone for 2 hours by heating under reflux. After completion of the reaction, insoubles were removed from the reaction mixture by filtration, and the filtrate was then concentrated. Next, the resultant concentrate was dissolved in 300 ml of chloroform, and this chloroform solution was further washed with water. Afterward, the washed organic layer was dried over anhydrous magnesium sulfate and then treated with under reduced pressure to distill off the solvent, thereby obtaining 24.6 g of 3-(3-nitrophenoxy)propyl bromide (Compound d) in an oily state. This was used for a subsequent reaction without purifying.

1. temperatureby heating
2. temperatureunder reflux
3. customAfter completion of the reaction, insoubles
4. customwere removed from the reaction mixture by filtration
5. concentrationthe filtrate was then concentrated
6. concentrationNext, the resultant concentrate
7. dissolutionwas dissolved in 300 ml of chloroform
8. washthis chloroform solution was further washed with water
9. dry with materialAfterward, the washed organic layer was dried over anhydrous magnesium sulfate
10. additiontreated with under reduced pressure
11. distillationto distill off the solvent

ORD record

ord-c61f781d597e4c8686f29ee654da74eb

Source dataset

uspto-grants-1994_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05332739