Potassium Carbonate → 3-[2-(4-Thiomorpholinyl)ethoxy]benzaldehyde

Participants

Reaction Steps

A mixture of 3-(2-bromoethoxy)benzaldehyde (3.91 g, 17.07 mmol), K2 CO3 (3.1 g), thiomorpholine (1.9 ml) and DMF (30 ml) was warmed on a steambath overnight. Additional K2CO3 (0.7 g) and thiomorpholine (1.0 ml) were added and the reaction mixture was warmed on a steam bath overnight. The reaction mixture was cooled to room temperature, filtered and the filtrate was stripped to afford an amber oil. The oil was combined with the product from a similar experimental run and purified by column chromatography on silica gel eluting with EtOAc (100%) to afford, as an oil, 3-[2-(4-thiomorpholinyl)ethoxy]benzaldehyde.

Provenance & Evidence