2,6-Lutidine → HCID 86720753, compound

Participants

Reaction Steps

To a chloroform (7.5 mL) solution of 1-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenyl]ethanone (0.23 g), under ice cooling in a nitrogen atmosphere, 2,6-lutidine (0.17 mL) and trimethylsilyl trifluoromethanesulfonate (0.19 mL) were added, and the resultant was stirred for 30 minutes. Then, N-bromosuccinimide (0.17 g) was added thereto, and the resultant was stirred for 30 minutes under ice cooling. Water was added to the reaction solution, and the resultant was stirred for 10 minutes, followed by extraction with chloroform. An organic layer was separated using a phase separator, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (OH-type silica gel; hexane/ethyl acetate-gradient elution=100/0→75/25) to obtain the title compound (0.26 g) as a colorless oil.

Provenance & Evidence