Hydrochloric Acid → HCID 14822571, compound

Participants

Reaction Steps

2-Chloro-1-[3-[[(1,1-dimethylethyl)imino]methyl]-4-hydroxyphenyl]ethanone (10 g) is suspended in 2-propanol (60 ml) with stirring at room temperature under an inert atmosphere. This slurry is treated with 1,1-dimethylethanamine (16.4 ml) and heated at reflux for 1 hour then treated with a mixture of 12M hydrochloric acid (13.0 ml) and 2-propanol (20 ml). The reaction mixture is allowed to cool to room temperature and stir for an additional 18 hours. Filtration of the reaction mixture affords (6.2 g) of 5-[[(1,1-dimethylethyl) amino]acetyl]-2-hydroxybenzaldehyde hydrochloride after washing with diethylether (50 ml) and drying in vacuo at 50°.

Provenance & Evidence