Formaldehyde → HCID 18008635, compound

Participants

Reaction Conditions

Reaction Steps

To toluene (500 mL) in a 2-I Parr pressure reactor at 220° C. was added a slurry of 4-nonyl-2-cresol (1a) (234 g, 1 mol), titanium(IV) cresylate (2 mL) and powder paraformaldehyde (83 g, 2.8 mol) for 10 mins. maintaining the temperature at 210-220° C. The reaction was kept for additional 20 mins. Crude product was collected in an expansion tank and the residue in the pressure reactor washed with toluene (200-mL×2). Combined toluene phases were concentrated in vacuo. The resulting viscous dark amber liquid was distilled in vacuo to obtain 3-methyl-5-nonylsalicylaldehyde (183 g) in 70% yield.

Provenance & Evidence