Dimethylamine → Phenol, 2,6-bis(1,1-dimethylethyl)-4-(2-methyl-1-propenyl)-

Participants

Reaction Steps

2,6-di-tertiary-butyl phenol (4.1 g; 20 mmol), isobutyraldehyde (3 ml; 33 mmol), dimethylamine (1.5 g; 34 mmol) dissolved in isopropanol (7.5 g) were charged to a 100 ml glass vessel and refluxed at ambient pressure under nitrogen for 48 hours. The resultant reaction mixture was allowed to cool to ambient temperature and concentrated to a yellow oil which was recrystallized from a mixture of ethanol and water (90:10) to give yellow crystals (3.7 g; 71% yield) of 1,1-dimethyl-2-(3',5'-di-t-butyl-4'-hydroxyphenyl)ethene as characterized by VPC, mass spectroscopy and NMR.

Provenance & Evidence