Synthesis
General procedure for the synthesis of 4-n-octyloxybenzaldehyde from 1-bromooctane and p-hydroxybenzaldehyde: In a dry two-necked flask with a magnetic stirrer, 2.44 g (20 mmol) of p-hydroxybenzaldehyde, 19.31 g (100 mmol) of 1-bromooctane, 13.82 g of potassium carbonate and 50 ml of anhydrous acetone were added in sequence. The reaction was magnetically stirred at 80°C for 24 hours. After completion of the reaction, the reaction mixture was extracted several times with water and dichloromethane and the organic phases were combined. After purification by column chromatography, 4.68 g (about 99% yield) of the light yellow liquid product 4-n-octyloxybenzaldehyde was obtained.
References
[1] Journal of the Brazilian Chemical Society, 2015, vol. 26, # 3, p. 562 - 571
[2] Patent: CN108102408, 2018, A. Location in patent: Paragraph 0036-0039
[3] Patent: CN108503658, 2018, A. Location in patent: Paragraph 0032; 0033; 0036; 0037
[4] European Journal of Organic Chemistry, 2006, # 19, p. 4379 - 4384
[5] European Journal of Organic Chemistry, 2004, # 18, p. 3865 - 3871
