Acetonitrile → 3-Benzoyloxy-1-(4-methoxycarbonyl-1,3-oxazol-2-yl)azetidine

Participants

Reaction Steps

To a solution of 3-benzoyloxy-1-(4-methoxycarbonyl-1,3-oxazolin-2-yl)azetidine (9.12 g, 30.0 mmol) (obtained as described in Reference Example 70(5)) in a mixture of toluene (450 ml) and methylene chloride (180 ml) was added manganese dioxide (63.8 g) and the mixture was heated under reflux for 5 hours. After checking the completion of the reaction, the mixture was filtered and the filtrate concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using toluene:acetonitrile=1:1 as the eluant to afford 3-benzoyloxy-1-(4-methoxycarbonyl-1,3-oxazol-2-yl)azetidine (5.24 g, yield 58%) as pale yellow crystals.

Provenance & Evidence