Sodium Acetate → HCID 19363267, compound

1-Bromo-2-dibromomethyl-4-pentyloxynaphthalene (1.13 g, 2.43 mmol), acetic acid (8 ml) and sodium acetate (0.8 g, 9.72 mmol) were mixed, and this solution was refluxed under heating for 4 hours. Acetic acid was evaporated under reduced pressure. Water (5 ml) was added, and the aqueous layer was extracted twice with ethyl acetate (20 ml). The organic layers were combined, washed with saturated brine (10 ml), a saturated aqueous sodium hydrogencarbonate solution (10 ml) and saturated brine (10 ml), and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (hexane/ethyl acetate=25/1) to give 1-bromo4-pentyloxynaphthalene-2-carbaldehyde (0.647 g, 83%) as colorless crystals.

1. temperaturethis solution was refluxed
2. temperatureunder heating for 4 hours
3. customAcetic acid was evaporated under reduced pressure
4. additionWater (5 ml) was added
5. extractionthe aqueous layer was extracted twice with ethyl acetate (20 ml)
6. washwashed with saturated brine (10 ml)
7. dry with materiala saturated aqueous sodium hydrogencarbonate solution (10 ml) and saturated brine (10 ml), and dried over anhydrous magnesium sulfate
8. filtrationThe drying agent was filtered off
9. concentrationthe filtrate was concentrated under reduced pressure
10. customThe obtained residue was purified by column chromatography (hexane/ethyl acetate=25/1)

ORD record

ord-d3ffa48f64bb4aa9bb0a93f840e7a35a

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06017919