Methyl phenylacetate → (1-Methoxy-2-phenylvinyloxy)trimethylsilane

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Reaction Steps

Cool methyl phenylacetate (1.80 mL, 12.5 mmol) to 0° C. using and ice/water bath. Add dropwise and with vigorous stirring, a solution of trimethylsilyl triflate (2.70 mL, 4 mmol) and triethylamine (1.95 mL, 14 mmol) in dry ether (25 mL). When the addition is complete, warm slowly to ambient temperature. After 4.5 hours, cool in an ice/bath to obtain a heavier reddish oil. Remove the reddish oil by syringe. Evaporate the ether under high vacuum at 0° C. to obtain a residue and dissolve the residue in dichloromethane (25 mL) to give the title compound as a solution in dichloromethane which is used without further purification.

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