ChemicalBook CAS DataBase List (TERT.-BUTYLDIMETHYLSILYLOXY)ETHANOL

(TERT.-BUTYLDIMETHYLSILYLOXY)ETHANOL synthesis

4synthesis methods

Product Name:(TERT.-BUTYLDIMETHYLSILYLOXY)ETHANOL
CAS Number:102229-10-7
Molecular formula:C8H20O2Si
Molecular Weight:176.33

18162-48-6 Synthesis

18162-48-6
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102229-10-7
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Yield:102229-10-7 97%

Reaction Conditions:

Stage #1:ethylene glycol with sodium hydride in tetrahydrofuran at 20; for 1 h;
Stage #2:tert-butyldimethylsilyl chloride in tetrahydrofuran at 20; for 2 h;

Steps:

108
To a solution of 2 g (32.22 mmol) of ethane-1 ,2-diol in 50 ml of dried tetrahydrofuran, 1.29 g (32.25 mmol) of sodium hydride (60% in mineral oil) were added in several portions. The mixture was stirred for 1 hour at room temperature. After this time a solution of tert- butylchlorodimethylsilane (4.9 g, 32.51 mmol) in 15 ml of dried tetrahydrofuran was slowly added. The reaction mixture was stirred at room temperature for 2 hours. After this time, the reaction mixture was diluted with 120 ml of diethyl ether and treated with 120 ml of NaHCO₃ (4% aqueous solution). The organic phase was separated, washed with NaHCO₃ (4% aqueous solution), water and brine, dried (MgSO₄), and concentrated to dryness. The title product was obtained as an oil (5.51 , 97%).

References:

LABORATORIOS, ALMIRALL S.A. WO2007/124898, 2007, A1 Location in patent:Page/Page column 78-79

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107-21-1 Synthesis