Triethylamine → 3-(3,5-Di-tert-butyl-4-hydroxyphenylthio)-n-butanal

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Reaction Steps

3.12 Grams of crotonaldehyde (0.042 mole) are added dropwise over a 15 minute period at 17°-22° C. to a solution of 10.8 grams of 2,6-di-tert-butyl-4-mercaptophenol (0.044 moles) and 0.5 gram of triethylamine in 20 ml of toluene and allowed to react in a nitrogen atmosphere at room temperature for 30 minutes and then at 50°-55° C. for two hours. Analysis indicates that the reaction is substantially complete at this point. The product, isolated as a light yellow liquid, is obtained in nearly quantitative yield after stripping off volatiles at 40° to 50° C. at 0.15 mm. Hg.

Provenance & Evidence