Bromoform → 1,1,2-Tribromo-2-[2-(1-ethoxy-ethoxy)ethyl]-cyclopropane

To a solution of 14.02 g (0.0628 mol) 2-bromo-4-(1-ethoxy-ethoxy)-but-1-ene in 108 ml methylene chloride with 0.5-0.9 ml 45% aqueous potassium hydroxide was added 16.4 ml (0.118 mol) of bromoform and 2.88 g (0.00628 mol) of N,N′-dibenzyl-N,N,N′,N′-tetramethylethylenediammonium dibromide and 28 ml (0.314 mol) 45% aqueous potassium hydroxide. After 3 days the reaction mixture was poured onto water. The resulting mixture was transferred to a separatory funnel and the phases were separated. To the isolated organic layer was added 2.88 g (0.00628 mol) of N,N′-dibenzyl-N,N,N′,N′-tetramethylethylenediammonium dibromide and 28 ml (0.314 mol) 45% aqueous potassium hydroxide. After 24 hours, hexanes and water were added. This mixture was gravity filtered through qualitative fluted filter paper. 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 17.0 g of 1,1,2-tribromo-2-[2-(1-ethoxy-ethoxy)-ethyl]-cyclopropane as an oil.

1. additionAfter 3 days the reaction mixture was poured onto water
2. customThe resulting mixture was transferred to a separatory funnel
3. customthe phases were separated
4. filtrationfiltered through qualitative fluted filter paper
5. customThe resulting mixture was transferred to a separatory funnel
6. customthe phases were separated
7. dry with materialThe organic layer was dried over MgSO4
8. filtrationfiltered
9. customThe solvent was removed from the filtrate in vacuo

ORD-Eintrag

ord-a7f1c8811e594589b8193095b6cdcfdf

Quelldatensatz

uspto-grants-2003_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06548448B2