Hydrochloric Acid → HCID 123705153, compound

Participants

Reaction Steps

To a solution of 6.0 g (10 mmol) of methylbis (3,5-di-tert-butyl-4-trimethylsilyloxyphenyl)silane in 30 ml of tetrahydrofuran is added dropwise a solution of 6.3 g (20 mmol) of tetrabutylammonium fluoride trihydrate in 35 ml of tetrahydrofuran. A vigorous evolution of gas is witnessed during the addition and the reaction mixture becomes green in color. The reaction mixture is stirred for 5 minutes at room temperature and to it is added dropwise a solution of 1.9 g (52 mmol) of concentrated hydrochloric acid in 10 ml of tetrahydrofuran. The solvent is removed in vacuo and the residue is recrystallized from n-propyl alcohol to give 2.7 grams of white solid which is a mixture of two products. The product mixture is separated by preparative HPLC (silica gel, 99:1, heptane, ethyl acetate) to give 0.4 g (9%) of the desired product as white crystals; mp. 191°-193.5° C.

Provenance & Evidence