1,1-Dibromoethane → HCID 22993340, compound

Temperature

30 °C

Under anhydrous conditions, the compound obtained in Step B (1 g; 5.52 mmol) is dissolved in an acetonitrile/dichloromethane mixture (4/6). Sodium hydroxide (4 eq.; 22.1 mmol; 883 mg) that has been ground beforehand, dibromoethane (4 eq.; 22.1 mmol; 1.96 mmol) and Aliquat 336 (catalytic amount) are added to the solution. The whole is stirred for 24 hours at 30° C., under argon, and then 220 mg (1 eq.) of sodium hydroxide are added to terminate the reaction. The solution is filtered through fritted glass, and the brown solid is rinsed with ether. The red filtrate is recovered, and the solvents are removed under reduced pressure. The residue obtained is purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1)). The title product is obtained in the form of a red solid.

1. customto terminate
2. customthe reaction
3. filtrationThe solution is filtered through fritted glass
4. washthe brown solid is rinsed with ether
5. customThe red filtrate is recovered
6. customthe solvents are removed under reduced pressure
7. customThe residue obtained
8. customis purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1))

ORD record

ord-6e0381de05f949e8ac618a8cab6bf9f1

Source dataset

uspto-grants-2003_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06620809B2