Imidazole → 3-O-(tert-Butyldimethylsilyl) Estrone

Participants

Reaction Steps

To a solution of estrone (11, 8.10 g, 30.0 mmol) in DMF (25 mL) were added imidazole (3.07 g, 45 mmol) and tert-butyldimethyl-chlorosilane (5.42 g, 36 mmol) at room temperature. The reaction mixture was stirred for 18 h, and then quenched with H2O (100 mL). The precipitate was collected by filtration and washed with H2O to afford 11.4 g of 29 (99% yield) mp: 171-172° C.

Provenance & Evidence