Hydrochloric Acid → 3-tert-Butyl-2-hydroxybenzaldehyde

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-tert-butylphenol (15 g, 0.010 mol), powdered NaOH (20 g,0.50 mol), H2O (3.6 ml), and CHCl3 (100 mL) was heated at 50° C. for 1 h. Then more powdered NaOH (12 g, 0.30 mol) was added at an increment of 2 g every 15 min. At the end of the NaOH additions, the reaction was continued to be heated at 56° C. for 1 h. After cooling, the reaction was acidified with HCl (12N). The chloroform fraction was separated, dried (MgSO4), and concentrated. The residue was loaded on a silica gel column eluted with CH2Cl2 to give 3-tert-butyl-2-hydroxybenzaldehyde (4.6 g, 26%) as a solid.

Provenance & Evidence