Chemical Properties
Clear very pale yellow liquid
Uses
Benzyloxytrimethylsilane is an intermediate in the synthesis of [Di(benzyloxy)methyl]benzene (D417965), which is a reagent in organic chemical synthesis such as the synthesis of O-benzyl protected anti aldols.
Definition
ChEBI: Benzyl trimethylsilyl ether is a silyl ether that is benzyl alcohol in which the hydroxyl hydrogen is replaced by a trimethylsilyl group. It is a silyl ether and a member of benzenes. It is functionally related to a benzyl alcohol.
Synthesis
Benzyloxytrimethylsilane was prepared as follows: benzyl alcohol (1 mmol) was added to a mixture of HMDS (1 mmol) and MNPs-DABCO tribromide (10 mg) under solvent-free conditions, and then the mixture was stirred at room temperature for the specified time. The progress was monitored by TLC. Upon completion of the reaction, the catalyst was separated from the product (within 5 s) and washed with Et2O (2 5 mL). 10% aqueous NaHCO3 (3 mL) was added to destroy the additional amount of HMDS, then the organic layer was separated and dried with anhydrous Na2SO4. Evaporation under Et2O under reduced pressure allowed pure TMS-ether to be obtained without additional purification to give benzyloxytrimethylsilane.
