Water → HCID 57718346, compound

Participants

Reaction Steps

A solution of tetra-n-butylammonium fluoride trihydrate(1.3 g, 4.2 mmol) in tetrahydrofuran (20 mL) was added to a solution of 2-(N-tert-butoxycarbonyl-N-methylamino)-4-(tert-butyldimethylsilyloxymethyl)pyridine (Reference compound No. 6-1, 1.4 g, 3.7 mmol) in tetrahydrofuran (20 mL) for 5 minutes at room temperature, and the mixture was stirred for 15 minutes. Ethyl acetate (50 mL) and water (100 mL) were added to the reaction mixture, the whole was separated, and then the aqueous layer was extracted with ethyl acetate (50 mL). These organic layers were combined, then it was washed with brine (100 mL) and dried over anhydrous magnesium sulfate. The organic layer was evaporated under reduced pressure, then the resulting residue was purified by silica gel column chromatography to give 450 mg of the title reference compound as a reddish brown oil. (Yield 50%)

Provenance & Evidence