Patent · US Expired

Preparation of o-dialkylaminomethylphenols

US4212822A · kind A · utility

1Cited by
2References
11Claims
0Family size

Assignee

Inventor

Key dates

Filing dateDec 30, 1976
Grant dateJul 15, 1980
Priority date
Expiry dateDec 30, 1996

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C213/02
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

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 …

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.