ChemicalBook CAS DataBase List (2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE

(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE synthesis

4synthesis methods

Product Name:(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE
CAS Number:86864-60-0
Molecular formula:C8H19BrOSi
Molecular Weight:239.23

18162-48-6 Synthesis

18162-48-6
654 suppliers
$9.00/5g

540-51-2
230 suppliers
$17.00/5g

(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE

86864-60-0
190 suppliers
$5.00/1g

Yield:86864-60-0 100%

Reaction Conditions:

Stage #1:tert-butyldimethylsilyl chloride with 1H-imidazole in N,N-dimethyl-formamide at 20; for 0.5 h;
Stage #2:2-bromoethanol in N,N-dimethyl-formamide at 20; for 16 h;

Steps:

A11 Preparation of intermediate 33:
In a round bottom flask, TBDMSC1 (10.61 g, 70.42 mmol) and imidazole (6.23 g, 91.55 mmol) were dissolved in DMF (12.5 mL) and the solution was stirred for 30 mmat rt. Then, 2-bromoethanol (5 mL, 70.42 mmol) was added and the mixture was stirred at rt for 16 hours. The reaction mixture was partitioned between Et20 and water. The organic layer was dried over MgSO4, filtered and concentrated under vacuum to give 17 g of intermediate 33 (quant. yield, colorless oil).

References:

JANSSEN PHARMACEUTICA NV;PILATTE, Isabelle, Noëlle, Constance;QUEROLLE, Olivier, Alexis, Georges;ANGIBAUD, Patrick, René;BERTHELOT, Didier, Jean-Claude;COUPA, Sophie;DEMESTRE, Christophe, Gabriel, Marcel;MEERPOEL, Lieven;MERCEY, Guillaume, Jean, Maurice;MEVELLEC, Laurence, Anne;MEYER, Christophe;PASQUIER, Elisabeth, Thérèse, Jeanne;PONCELET, Virginie, Sophie WO2017/216293, 2017, A1 Location in patent:Page/Page column 78

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102229-10-7 Synthesis