反应详情

A mixture of commercially available 2-hydroxy-6-methoxybenzaldehyde (1.000 g; 6.57 mmol), benzyl bromide (2.867 g; 16.43 mmol), and K2CO3 (2.960 g; 21.42 mmol) in anh. acetone (33 ml) was refluxed, under nitrogen, for 5.5 h. After cooling to rt, volatiles were removed under reduced pressure, and the residue was dissolved in water and AcOEt. The separated aq. layer was further extracted with AcOEt (2×), and the mixed organic layers were washed with brine, dried dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (heptane/AcOEt=8/2) afforded 2-(benzyloxy)-6-methoxybenzaldehyde. LC-MS (conditions E): tR=0.68 min.; [M+H]+: 243.27 g/mol.

1. temperaturewas refluxed, under nitrogen, for 5.5 h
2. customvolatiles were removed under reduced pressure
3. dissolutionthe residue was dissolved in water
4. extractionThe separated aq. layer was further extracted with AcOEt (2×)
5. washthe mixed organic layers were washed with brine
6. customdried
7. dry with materialdried over anh. MgSO4
8. filtrationfiltered
9. concentrationconcentrated to dryness under reduced pressure
10. customPurification by FC (heptane/AcOEt=8/2)