Diethyl Ether → tert-Butyl(4-fluoro-3,5-diisopropoxybenzyloxy)dimethylsilane

Participants

Reaction Conditions

Reaction Steps

2-Bromopropane (0.90 mL, 9.5 mmol) and K2CO3 (1.49 g, 10.8 mmol) were added to a stirred solution of 3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)-2-fluorophenol (5) (2.08 g, 4.30 mmol) in DMF (3 mL) and the mixture was stirred at 60° C. for 2 h. The reaction mixture was allowed to cool to RT and diluted with diethyl ether (50 mL). The organic solution was washed with brine (3×50 mL), dried over MgSO4, filtered and the solvent was removed in vacuo to afford tert-butyl(4-fluoro-3,5-diisopropoxybenzyloxy)dimethylsilane (6) (0.6 g, 31%). This material was used in the subsequent reaction step without purification.

Provenance & Evidence