1,3-Dibromopropane → HCID 10879224, compound

In 50 ml of dimethyl sulfoxide was dissolved 10 g of 4-cyanophenol, followed by adding thereto 23 g of potassium carbonate at room temperature. The resulting mixture was stirred at the same temperature for 5 minutes and then 64 ml of 1,3-dibromopropane was added thereto, followed by stirring at room temperature for 12 hours. Subsequently, the reaction mixture was added to a mixed solvent of 200 ml of ethyl acetate and 100 ml of water, after which the organic layer was separated and the aqueous layer was extracted with 50 ml of ethyl acetate. The combined organic layer was washed successively with a 1N aqueous sodium hydroxide solution, water and a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent; hexane:ethyl acetate=5:1) to obtain 5.1 g of 1-bromo-3-(4-cyanophenoxy)propane as a colorless oil.

1. additionby adding
2. customat room temperature
3. stirringby stirring at room temperature for 12 hours
4. customafter which the organic layer was separated
5. extractionthe aqueous layer was extracted with 50 ml of ethyl acetate
6. washThe combined organic layer was washed successively with a 1N aqueous sodium hydroxide solution, water
7. dry with materiala saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate
8. distillationThe solvent was distilled off under reduced pressure
9. customthe resulting residue was purified by a silica gel column chromatography (eluent; hexane:ethyl acetate=5:1)

ORD record

ord-01626b0927624d56848de60701b9dc14

Source dataset

uspto-grants-2000_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06153613