Water → HCID 21995963, compound

In DMF (100 ml) was dissolved 3-(4-bromophenoxy)-1-propanol (10.0 g). To the mixture was added under ice-cooling 65% sodium hydride (2.4 g),and the mixture was stirred at room temperature for 2 hours. To the mixture was added dropwise bromopropane (5.5 ml), and the mixture was stirred for 3 hours. To the mixture was added 65% sodium hydride (0.8 g), and the mixture was stirred at 70 for 1 hour and cooled to room temperature. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=5/1) to give 1-bromo-4-(3-propoxypropoxy)benzene (6.7 g).

1. additionTo the mixture was added under ice-
2. stirringthe mixture was stirred for 3 hours
3. stirringthe mixture was stirred at 70 for 1 hour
4. temperaturecooled to room temperature
5. extractionthe mixture was extracted with ethyl acetate
6. washwashed with saturated brine
7. dry with materialdried with magnesium sulfate
8. customUnder reduced pressure, the solvent was evaporated
9. customthe residue was purified with silica gel column chromatography (hexane/ethyl acetate=5/1)

ORD record

ord-714c0269ea434176a36f42f0de3966f7

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06235771B1