Water → 6-Methoxypyridine-3-carbaldehyde

Participants

Reaction Steps

10 g (71.9 mMol) of 2-methoxy-5-hydroxymethylpyridine (preparation see Heterocycl. Commun. 1999, 5, 257) are dissolved in 160 ml of DMSO and 30 ml (215 mMol) of triethylamine. At RT (exothermic-cool!), 34.3 g (215 mMol) of sulfur trioxide pyridine complex in 160 ml DMSO are added dropwise, and the mixture is stirred 1 h at RT. The mixture is poured into water and extracted three times with EtOAc. The organic phases are washed with water and brine, dried (Na2SO4) and evaporated to yield the title compound: HPLC(Grad5-40) tRet=12.9.

Provenance & Evidence