Formaldehyde → HCID 18008629, compound

Participants

Reaction Conditions

Reaction Steps

2-Isopropyl-4-nonylphenol (3a) (239.4 g, 0.914 mol) in toluene (470 mL) was placed in a 4-neck RBF equipped with a thermometer, a condenser, and a mechanical stirrer. To the solution was added methanolic magnesium methoxide (685 mL of 7.4 wt. %, d. 0.816 g/mL). The methanol was distilled off gradually so that the pot temperature was raised to 100° C. Then solid paraformaldehyde (80 g, 2.7 mol) was introduced in portions for 30 mins. maintaining the same temperature. Crude product was distilled and further purified by flash column chromatography to obtain 3-isopropyl-5-nonylsalicylaldehyde (52.6 g) in 20% yield.

Provenance & Evidence