Hydrochloric Acid → HCID 59363804, compound

Participants

Reaction Steps

Commerically available 4-methylthiazole-5-carbaldehyde (0.59 g, 4.6 mmol) and 4′-hydroxy-3′-methylacetophenone (0.7 g, 4.6 mmol) were dissolved in 10 mL of absolute EtOH. The solution was cooled with an ice-water bath, and NaOH (0.36 g, 9.0 mmol) was added. The reaction mixture was stirred for 18 h at room temperature. Upon completion, the reaction mixture was acidified to pH=4-5 with 1 M HCl. The resulting orange precipitate was filtered out, washed with an additional 5 mL of water, and dried under air. The resulting ((E)-1-(4-hydroxy-3-methylphenyl)-3-(4-methylthiazol-5-yl)prop-2-en-1-one (1.03 g, 87%) was submitted to the next step without further purification. MS (EI) for C14H13NO2S: 260 (MH+).

Provenance & Evidence