2-(benzyloxy)-4-fluorobenzaldehyde

Step 1) 2- (benzyloxy) -4-fluorobenzaldehyde To a stirred solution of 4-fluoro-2-hydroxybenzaldehyde (5.00 g, 35.7 mmol) in DMF (50 mL) was added potassium carbonate (5.92 g, 42.8 mmol) and benzyl bromide (4.79 mL, 42.8 mmol). After 3 h, the reaction mixture was quenched with water and extracted with ethyl acetate (3X). The organic layers were dried over Na2SC>4, evaporated and dried under vacuum. The residue was purified on silica gel eluting with a 0percent-40percent EtOAc in hexanes gradient. The appropriate fractions were combined, evaporated under reduced pressure and placed in vacuo to give the title compound (7.3 g, 89percent). To a suspension of magnesium (6.36 g) in THF (40 mL) was added dropwise a solution of Al -2 (70.1 g, 249 mmol) in THF (240 mL) at 65 °C during 90 min period with stirring under NStep 2 2-Benzyloxy-4-fluoro-benzaldehyde; To a solution of 4-fluoro-2-hydroxy-benzaldehyde (560 mg, 4 mmol) in DMF (10 ml) were added benzyl chloride (0.5 ml, 4.33 mmol), and K2CO3 (860 mg, 6.22 mmol). After heating at reflux for an hour, the reaction mixture was allowed to cool to room temperature and was poured into a mixture OfEtOAcZH

Molecular Weight:230.23
XLogP3:2.9
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:230.07430775
Monoisotopic Mass:230.07430775
Topological Polar Surface Area:26.3
Heavy Atom Count:17
Complexity:238
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes