1,2-Dibromoethane → HCID 18548202, compound

Temperature

45 °C

A slurry of 5.6 g of magnesium turnings (230 mmol) in 100 ml of THF was treated with a small amount of 1,2-dibromoethane. 1-(1-Ethoxyethoxy)-6-bromohexane (38.5 g, 152 mmol) was fed slowly to the reaction mixture, maintaining the temperature at 40-50° C. At the end of the addition the reaction mixture was held 20 minutes, then transferred by cannula to solution of 33.4 g (167 mmol) of 2,3-dibromopropene in 25 ml of THF at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes, then stirred at room temperature for 15 minutes, then quenched with water. The reaction mixture was transferred into a separatory funnel. A small amount of 1 N HCl was added, the phases were separated, the ether phase was washed with water and brine, then dried over magnesium sulfate, filtered, and stripped to give 33.63 g of a yellow liquid which was used without further purification.

1. additionAt the end of the addition the reaction mixture
2. stirringstirred at room temperature for 15 minutes
3. customquenched with water
4. customThe reaction mixture was transferred into a separatory funnel
5. additionA small amount of 1 N HCl was added
6. customthe phases were separated
7. washthe ether phase was washed with water and brine
8. dry with materialdried over magnesium sulfate
9. filtrationfiltered

ORD record

ord-d824497ddadb468985833c6c9a043c42

Source dataset

uspto-grants-2003_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06548448B2