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ChemicalBook CAS DataBase List 2-methyl-2-(1-methylpropyl)propane-1,3-diol
813-60-5

2-methyl-2-(1-methylpropyl)propane-1,3-diol synthesis

8synthesis methods
2-methyl-2-(1-methylpropyl)propane-1,3-diol is used for producing the corresponding dicarbamate. Its derivative, Mebutamate (2-sec-butyl-2- methyl-propanediol dicarbamate), is a sedative and anxiolytic drug (tranquillizer).
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Yield:813-60-5 277 g

Reaction Conditions:

with water;sodium hydroxide at 80;

Steps:

III

An aqueous NaOH solution (30%, 420 g) was added at room temperature into a stirred mixture of 2,3-dimethyl pentanal (325 g, prepared as above in EXAMPLE II) and aqueous formaldehyde solution (CH2O) (30%, 722 g) while the reaction temperature was allowed to rise up to about 80° C. due to the exothermic reaction. After the addition was completed, the reaction mixture was cooled to about 40° C. The organic phases was separated and fractionally distilled to afford 2-sec-butyl-2-methyl-propane-1,3-diol (277 g). 2-sec-Butyl-2-methyl-propane-1,3-diol was reacted with 2,4-dimethyl-cyclohex-3-enecarbaldehyde to afford 5-sec-butyl-2-(2,4-dimethyl-cyclohex-3-enyl)-5-methyl-[1,3]dioxane according to previous disclosure (See, for example, U.S. Pat. No. 6,444,637).

References:

US2014/81034,2014,A1 Location in patent:Paragraph 0016; 0017