反应详情

1.15 grams of metallic sodium (0.05 moles) was added to 59 grams of 1,6-hexanediol (0.5 moles) in a 250 ml. flask fitted with a water trap and the mixture was stirred until the sodium dissolved. The flask was purged with nitrogen and there was then added 20.6 grams of 2,6-di-tert.-butylphenol (0.1 moles) and 0.5 grams (0.0055 moles) of tert.-butyl hydroperoxide. The mixture was heated at 230° C. for 5.5 hours with 0.5 gram increments of tert.-butyl hydroperoxide being added after 1, 2.5, 3.5, and 4.5 hours. The mixture was allowed to cool and was then neutralized by the addition of 5 ml. of concentrated hydrochloric acid. Sodium chloride from the neutralization of the base was removed by filtration and the filtrate was distilled under vacuum. There was obtained 18.5 grams 6-(3,5-di-tert.-butyl-4-hydroxyphenyl)hexanol, 60.5% yield.

1. customflask fitted with a water trap
2. dissolutiondissolved
3. customThe flask was purged with nitrogen and there
4. additionadded after 1, 2.5, 3.5, and 4.5 hours
5. temperatureto cool
6. additionwas then neutralized by the addition of 5 ml
7. customSodium chloride from the neutralization of the base was removed by filtration
8. distillationthe filtrate was distilled under vacuum