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ChemicalBook CAS DataBase List 3,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXY-B,B-DIMETHYL-BENZENEPROPANOL

3,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXY-B,B-DIMETHYL-BENZENEPROPANOL synthesis

4synthesis methods
-

Yield:57717-80-3 239 g (91%)

Reaction Conditions:

with hydrogen in methanol;water;

Steps:

5 Example 5

Example 5 125 g (1 mol) of 80% strength aqueous 2,2-dimethyl-3-hydroxypropanal (crude mixture from the synthesis, reduced to a water content of 20% by distillation), 185 g (0.9 mol) of 2,6-di-t-butylphenol, 12 g (0.11 mol) of 40% strength aqueous dimethylamine and 700 g of methanol are reacted in a stirred autoclave at 180° C. under autogenous pressure of 20-30 bar for 10 h. After the autoclave has cooled and the pressure has been released, 28 g of Raney Ni (0.03 parts based on complete mixture) are added to the reaction mixture and hydrogenation is carried out at 80° C. under 80 bar of hydrogen for 5 h. Workup of the mixture by distillation yields 239 g (91%) of 3-(3,5-di-t-butyl-4-hydroxyphenyl)-2,2-dimethylpropanol (boiling point 142°-145° C.; melting point 84°-86° C.).

References:

US5304685,1994,A