Preparation of o-dialkylaminomethylphenols

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2603265R, 546192, C07C 8518

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active

042128226

ABSTRACT:
In the preparation of an o-dialkylaminomethylphenol of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is alkyl with 1 to 6 carbon atoms, or R.sup.1 and R.sup.2 conjointly with the adjacent nitrogen atom, form a five-membered or six-membered ring, by reacting phenol, formaldehyde or paraformaldehyde and an amine of the formula ##STR2## the improvement which comprises carrying out the reaction in the presence of an organic liquid which is immiscible with water but which is a solvent for the phenol and amine employed as starting materials and the o-dialkylaminomethylphenol which is formed.
Advantageously the amine is dimethylamine or diethylamine, the organic liquid is a member selected from the group consisting of cyclohexane, methylcyclohexane, methylene chloride, chloroform, carbon tetrachloride, ethylene chloride, diethyl ether, dipropyl ether, dibutyl ether, dipentyl ether, methyl butyl ether, ethyl propyl ether, diisopropyl ether and di-isobutyl ether, the reaction is effected at about 10.degree. to 70.degree. C., about 1.1 to 2 moles of phenol, about 1 mole of formaldehyde and about 2.5 to 3.5 moles of the organic liquid, after the reaction the by-product water is separated from the organic liquid containing the o-dialkylaminomethylphenol, the organic liquid is separated from the o-dialkylaminomethylphenol, and the organic liquid is recycled for further reaction.

REFERENCES:
patent: 3155704 (1964-11-01), Knapp
patent: 3969409 (1976-07-01), Muyano et al.

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