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ChemicalBook CAS DataBase List 2-tert-Butyl-4,6-dimethylphenol

2-tert-Butyl-4,6-dimethylphenol synthesis

11synthesis methods
2-(tert-Butyl)-4,6-dimethylphenol is a very important pharmaceutical intermediate, which can be used as a new type of high temperature resistant aviation fuel antioxidant and acrylic acid polymerization inhibitor. It can be synthesized by alkylation reaction with 2,4-dimethylphenol and isobutylene as raw materials and concentrated sulfuric acid as catalyst.
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Yield:1879-09-0 253 g (86.6%)

Reaction Conditions:

with toluene-4-sulfonic acid in toluene

Steps:

I 2,4-Dimethyl-6-t-butylphenol.
EXAMPLE I 2,4-Dimethyl-6-t-butylphenol. To a 1 liter flask equipped with a condenser, over-head stirrer, and gas inlet tube was added 2,4-dimethylphenol (200 g, 1.64 m.), toluene (400 ml), and p-toluenesulfonic acid (10 g). After heating this solution to reflux, isobutylene was added continuously for 14 hrs. Upon cooling, the solution was washed twice with water (400 ml), dried (MgSO4), and the solvent evaporated to afford a dark brown liquid. GC confirmed that this liquid was about 72% product. Distillation afforded 253 g (86.6%) of clear product which was shown to be 97% pure by GC.

References:

The B. F. Goodrich Company US4163008, 1979, A

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