5-BROMO-2-ISOPROPOXYBENZALDEHYDE

Step A: To a suspension of potassium carbonate (34.4 g, 249 mmol) and cesium carbonate (16.2 g, 50 mmol) in dimethylformamide were added 5-bromosalicaldehyde (25.0 g, 124 mmol) and 2-iodopropane (25.0 mL, 249 mmol). To a solution of 5-bromo-2-hydroxybenzaldehyde 3 (600 mg, 3.0mmol) and 2-iodopropane (1.4 ml, 15 mmol) in dry-DMF wasadded K2CO3 (3.2 g, 24 mmol). The mixture was heated at 60 Cunder N2 in oil bath. The mixture was stirred for 30 min. The excessK2CO3 was quenched with 1 M aq. HCl. After the addition 1 M aq.HCl, extracted with ethyl acetate and washed with brine. Theorganic layer was dried over Na2SO4, filtered and concentrated. The residue waspurified by column chromatography on silica gel (hexane / AcOEt = 20 : 1 ) to give5-bromo-2-isopropoxybenzaldehyde (712.6 mg, 98percent) as a colorless oil. 1H NMR (270MHz, CDCl3) δ 1.40 (d. J = 5.94 Hz, 6H), 4.58-4.71 (m, 1H), 6.89 (d, J = 9.2 Hz, 1H), 7.59 (d, J = 8.6 Hz, 1H), 7.91 (s, 1H), 10.40 (s, 1H).To a stirred solution of 2- isopropoxybenzaldehyde (0.51 g, 3.1 mmol), in DMF (10 ml) NBS (0.55 g, 3.1 mmol) was added and the reaction mixture was stirred overnight at room temperature. The reaction was quenched with NaHCO

Molecular Weight:243.10
XLogP3:2.8
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:241.99424
Monoisotopic Mass:241.99424
Topological Polar Surface Area:26.3
Heavy Atom Count:13
Complexity:170
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes