Zinc, bromo[2-(1,1-dimethylethoxy)-2-oxoethyl]- synthesis
- Product Name:Zinc, bromo[2-(1,1-dimethylethoxy)-2-oxoethyl]-
- CAS Number:51656-70-3
- Molecular formula:C6H11BrO2Zn
- Molecular Weight:260.4443
5292-43-3
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Yield:-
Reaction Conditions:
with chloro-trimethyl-silane;ethylene dibromide;zinc in tetrahydrofuran at 65;
Steps:
178.1
178.1. (2-(tert-butoxy)-2-oxoethyl)zinc(II) bromide:To a solution of zinc dust (809 mg) in dry THF (10 mL) at rt was added 1 ,2-dibromoethane (0.10 mL; 0.2 eq.). The reaction mixture was stirred at 70°C for 1 min and cooled down to rt. This procedure was repeated 3 times. Chlorotrimethylsilane (0.06 mL; 0.08 eq.) was added and the resulting suspension was stirred at rt for 15 min. It was then heated to 65°C and a few drops of tert-butyl bromoacetate were added. A solution of tert-butyl bromoacetate (1.99 g) in dry THF (2.0 mL) was then added at such a rate that reflux was maintained. Upon completion of the addition, the reaction mixture was refluxed for an additional 20 min and allowed to cool down to rt. The zinc was allowed to settle and the supernatant was used further.
References:
ACTELION PHARMACEUTICALS LTD;GUDE, Markus;HUBSCHWERLEN, Christian;PANCHAUD, Philippe WO2012/131588, 2012, A1 Location in patent:Page/Page column 179
