Benzyl Bromide → HCID 86638340, compound

Participants

Reaction Steps

step 2—A mixture of 48 (737 mg, 2.59 mmol), benzyl bromide (0.625 mL, 5.26 mmol) and K2CO3 (734 mg, 5.31 mmol) in DMF (10 mL) was stirred overnight at RT then partitioned between EtOAc and water. The organic layer was thrice washed with water, brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (0 to 10% EtOAc) to afford 812 mg (84%) of 2-benzyloxy-5-tert-butyl-3-(2-methoxy-pyridin-3-yl)-benzaldehyde (50) as a pale yellow oil.

Provenance & Evidence