ChemicalBook CAS DataBase List 4-N-HEXYLOXYBENZALDEHYDE

4-N-HEXYLOXYBENZALDEHYDE synthesis

10synthesis methods

Product Name:4-N-HEXYLOXYBENZALDEHYDE
CAS Number:5736-94-7
Molecular formula:C13H18O2
Molecular Weight:206.28

123-08-0 Synthesis

123-08-0
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$5.00/10g

638-45-9 Synthesis

638-45-9
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$6.00/5g

5736-94-7
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$39.59/5g

Yield:5736-94-7 98%

Reaction Conditions:

with potassium carbonate in acetonitrile;Reflux;Inert atmosphere;

Steps:

I.1

1) 4-Hexyloxybenzaldehyde, Intermediate Compound 14-formyl-phenol (5 g, 41 mmol), iodohexane (10.5 g, 49 mmol) and K₂CO₃(8.5 g, 61 mmol) in acetonitrile (150 ml) were refluxed overnight under N₂. After being cooled to room temperature, water (10 ml) was added and acetonitrile was evaporated. Water (150 ml) and Et₂O (150 ml) were then added. The ethereal layer was extracted and washed with water (2×100 ml), brine (100 ml), dried over MgSO₄, filtered and evaporated to dryness to afford 8.3 g (98%) of compound 1 as a slightly yellow oil after during at 80° C. under vacuum.¹H-NMR (CDCl₃, 298K, 200 MHz, δ ppm) 0.94 (t, J=6.5 Hz, 3H), 1.3-1.6 (m, 6H), 1.80 (m, 2H), 4.05 (t, J=6.5 Hz, 2H), 7.00 (d, J=8.7 Hz, 2H), 7.83 (d, J=8.7 Hz, 2H), 9.89 (s, 1H). ¹³C-NMR (CDCl₃, 298K, 50 MHz, δ ppm) 14.0, 22.5, 25.6, 29.0, 31.5, 68.4, 114.7, 129.7, 131.9, 164.2, 190.7.

References:

US7932404,2011,B2 Location in patent:Page/Page column 17