Chlorotrimethylsilane → (6-Methoxy-3,4-dihydronaphthalen-1-yloxy)-trimethylsilane

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Reaction Steps

To a solution of diisopropylamine (2.42 mL, 17.1 mmol) in THF (50 mL) at 0° C. is added n-BuLi (6.84 mL, 17.1 mmol, 2.5 M in hexane) dropwise. After 40 min, 6-methoxy-1-tetralone (3.0 g, 17.1 mmol) in THF (15 mL) is added at −78° C. It is then stirred at −78° C. for 2.5 h before chloro trimethylsilane (3.2 mL, 25.7 mmol) is added. It is then warmed to RT and stirred for 18 h. Water is added and the reaction mixture is extracted with EtOAc, washed with sat. NH4Cl solution, dried with MgSO4 and concentrated to give the title compound as a yellow oil. It is used in the next step without purification.

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