Formaldehyde → HCID 19096938, compound

Participants

Reaction Steps

Charge a suitable reaction vessel with 3.0 g (6.2 mmols) of N,N-bis[β-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]amine, 2.2 g of 37% formaldehyde (27.1 mmols), 0.6 g of 10% Pd/C, and 15 mL of n-butanol. Purge with hydrogen and shake the vessel on a Parr Series 3900 Hydrogenation Apparatus at 60 psi (0.4 MPa) hydrogen pressure and room temperature for 5 hours. Dilute the resulting slurry with 30 mL of methylene chloride, filter, and concentrate the filtrate in vacuo to give 3.1 g of N,N-bis[β-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]methylamine as a yellow oil which slowly crystallizes on standing. GC area % analysis shows the product to be 98.8% pure.

Provenance & Evidence