Hydrochloric Acid → 2-Bromo-1-octene

A solution of 9.42 ml (0.0728 mol) of 2,3-dibromopropene in 70 ml diethylether was placed under a nitrogen atmosphere by use of a Firestone valve. While cooling in an ice water bath, a solution of 0.091 mol of pentylmagnesium bromide in 70 ml diethyl ether was added slowly via addition funnel. After stirring for 2 hours while warming to room temperature, there was then added via syringe 50 ml of 1 N hydrochloric acid to the reaction cooling in an ice water bath. The resulting mixture was transferred to a separatory funnel and the phases were separated. The organic layer was dried over MgSO4 and filtered. The solvent was removed from the filtrate in vacuo to yield 15.0 g (85.7% of theory) of 81% pure 2-bromo-oct-1-ene as an oil.

1. temperatureWhile cooling in an ice water bath
2. temperaturecooling in an ice water bath
3. customThe resulting mixture was transferred to a separatory funnel
4. customthe phases were separated
5. dry with materialThe organic layer was dried over MgSO4
6. filtrationfiltered
7. customThe solvent was removed from the filtrate in vacuo

ORD record

ord-03aa6a92373c4efb8c6d65cf275ad7d0

Source dataset

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06365549B2