4-Methylmorpholine → Silane, (2-chloro-1,1-dimethylethoxy)triethyl-

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Reaction Steps

A 250 mL round bottom flask was charged with 1-chloro-2-methylpropan-2-ol (2.0 g, 18 mmol). DCM (60 mL) was added, followed by Et3SiCl (3.4 mL, 20 mmol) and then NMM (3 mL, 27 mmol) and the reaction was stirred at rt for 36 hrs. Water (50 mL) and DCM (50 mL) were added and the aqueous layer extracted with DCM (two×30 mL). The combined organic extracts were washed with water and dried over MgSO4. After filtering, the solvents were removed in vacuo, keeping the bath temperature at 22° C. The intermediate was placed under a 10 mm Hg vacuum for 15 min to provide (ca. 18 mmol, 100% yield) of ((1-chloro-2-methylpropan-2-yl)oxy)triethylsilane as a pale yellow oil. This material was used as is in the next step.

Provenance & Evidence