4-Hydroxybenzaldehyde → Benzaldehyde, 4-(phenylmethoxy)-

Temperature

80 °C

To a 100 mL RB flask fitted with magnetic stirrer was charged 80 mL of acetonitrile. To the stirred solvent was added 4-hydroxy benzaldehyde (4 g, 33 mmol) and K2CO3 (9 g, 65 mmol). Then it was stirred for 5 min. Benzyl bromide (6.7 g, 39 mmol) was added. Then RM heated 80° C. for 2 h. After completion of the reaction (reaction monitored by TLC), the RM was concentrated in vacuum to remove the acetonitrile. To the residue was then added 100 mL of water and extracted with ethyl acetate (150 mL×2). The organic layer was washed with saturated brine solution (50 mL), dried over anhydrous Na2SO4 and evaporated to dryness gave the titled compound (4.5 g, 64.75%).

1. customTo a 100 mL RB flask fitted with magnetic stirrer
2. customAfter completion of the reaction (reaction monitored by TLC)
3. concentrationthe RM was concentrated in vacuum
4. customto remove the acetonitrile
5. additionTo the residue was then added 100 mL of water
6. extractionextracted with ethyl acetate (150 mL×2)
7. washThe organic layer was washed with saturated brine solution (50 mL)
8. dry with materialdried over anhydrous Na2SO4
9. customevaporated to dryness

ORD record

ord-765081428f1d47cfba15949ad7af0887

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278915B2