Potassium Carbonate → HCID 10655958, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-hydroxy-5-methoxybenzaldehyde (6.65 g), (R)-glycidyl 4-toluenesulphonate (10.0 g) and potassium carbonate (6.1 g) in dry dimethylformamide (100 ml) was stirred and heated at 60° C. for five hours. The solvent was removed in vacuo, water was added to the residue and the mixture extracted with ether (2×200 ml). The combined extracts were washed with water and dried over magnesium sulphate. The solvent was evaporated and the residue purified by flash chromatography over silica eluting with a 2:1 mixture of ether and petroleum ether (b.p. 40-60° C.). Appropriate fractions were combined and the solvent evaporated to give (R)-2-(2,3-epoxypropoxy)-5-methoxybenzaldehyde (7.25 g) as a clear oil.

Provenance & Evidence