4-Propoxybenzaldehyde

White liquid

General procedure: The mixture of the substrate (0.250 mmol), 0.5percent Pd/MS3A or 0.5percent Pd/MS5A (10 wt percent of the substrate) and MeOH (1 mL) was stirred under HA mixture of 4-hydroxybenzaldehyde (0.5 g, 4.1 mmol), 1 -bromopropane (0.3 ml) and KStep C: 3-Chloro-4-propoxybenzaldehyde: A mixture of 4-hydroxybenzaldehyde (0.5 g, 4.1 mmol), 1 -bromopropane (0.3 ml) and KGeneral procedure: These compounds were prepared according to the Williamson synthesis of ethers by a known method [22-24]. 4-hydroxybenzaldehyde (8.72 g, 71.5 mmol) was added to a solution of potassium hydroxide (4 g) in ethanol (60 mL). The mixture was treated with n-alkyl halide(71.5 mmol) (methyl iodide was used in the preparation of AGeneral procedure: 4-Hydroxybenzaldehyde (244 mg, 2 mmol) was added to a solution of 46 mg (2 mmol) of sodium ethoxide in 12 mL of ethanol and stirred until completely consumed. Solution was kept under reflux (70 °C) with magnetic stirring for 20 min. The corresponding alkylation agent (n-alkyl bromide, 2 mmol) was added to the system and the temperature was maintained at 70 °C with stirring for 48 h. Compounds 2a-d were isolated by solvent extraction (ethyl acetate/water, 3:1) and then purified by distillation. Compound 2e was fussily purified by flash chromatography in silica gel (hexane/ethyl acetate; 95:05, RGeneral procedure: To a screw tube in a glovebox was added In(Oi-Pr)3 (29.2 mg, 0.1 mmol). The tube was then sealed and removed from the glovebox, and CHCl3 (1 mL), alcohol (0.5 mmol), and pivalaldehyde (280 μL, 2.5 mmol) were added under N2 in this order. After stirring the mixture at r.t. for 3 h, H2O (1.0 mL) was added to the reaction mixture, which was then extracted with EtOAc. The organic phase was dried (Na2SO4), and evaporated under reduced pressure. The crude material was purified by silica gel column chromatography (Table 2 and Scheme 2).

Molecular Weight:164.20
XLogP3:2.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:164.083729621
Monoisotopic Mass:164.083729621
Topological Polar Surface Area:26.3
Heavy Atom Count:12
Complexity:126
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes