US 6,274,068 B1 · Synthesis of 2-hydroxyarylaldehydes

Abstract

A method for the preparation of 2-hydroxyarylaldehydes from an aryloxy magnesium compound and formaldehyde, which comprises reacting at a temperature from 40-120° C., an aryloxy magnesium compound having an aryloxy anion and a non-aryloxy anion and in which (a) the non-aryloxy anion is more basic than the aryloxy anion such that when the aryloxy magnesium compound is brought into contact with an acidic species, the acid reacts more preferentially with the non-aryloxy anion to form an aryloxy magnesium salt and (b) the aryloxy anion has at least one free position ortho to the hydroxyl group in the aryloxy anion, with formaldehyde or a compound capable of giving rise to formaldehyde under the reaction conditions in the presence of a polar co-solvent capable of providing the non-aryloxy anion in the aryloxy magnesium compound characterized in that the non-aryloxy anion is selected from the group consisting of an oxide, a hydroxide, a carboxylate, a sulphate and a nitrate.

Claims8

Dependent claims

A phenoxy magnesium salt having an aryloxy anion and a non-aryloxy anion wherein the aryloxy anion at least one of the 2- and 6-positions of the aromatic ring is unsubstituted and wherein the meta and para positions carry hydrogen atoms;

halogen atoms;
alkyl and alicyclic groups, aryl groups, alkaryl groups, aralkyl groups having 1-36 carbon atoms;
alkoxy groups, aryloxy groups which have from 1-30 carbon atoms;
acyl groups which have from 1-24 carbon atoms;
and any combinations thereof and wherein the non-aryloxy anion is selected from the group consisting of an oxide, a hydroxide, a carboxylate, a sulphate, and a nitrate.

2 more elements

Dependencies are inferred from the claim text.

Synthesis of 2-hydroxyarylaldehydes

Life of this patent

Synthesis of 2-hydroxyarylaldehydes

Life of this patent

Abstract

Claims8