Hydrochloric Acid → HCID 86737802, compound

Participants

Reaction Conditions

Reaction Steps

65.4 g of 4-(β-hydroxyethoxy)-aniline, mixed with 70 ml of strong hydrochloric acid and 78 g of ice, are diazotized with stirring at 0° C. with a solution of 22.1 g of sodium nitrite in 50 ml of water. The reaction mixture is stirred for 1 h, whereupon 33 g of sodium acetate are added. The obtained diazonium solution is then added to a mixture made of a solution of 47.5 g of α-methylacetylacetic acid ethyl ester in 300 ml of methanol, 300 g of ice and a solution of 21.8 g of potassium hydroxide in 30 ml of water. The whole is stirred at about 5° C. for 4 h and extracted with toluene. The extract is washed with water, dried and evaporated in a rotary evaporator. The residual 65 g of oil are directly further transformed without purification.

Provenance & Evidence