Methanol → HCID 18980351, compound

Participants

Reaction Steps

To a stirred solution of Grignard reagent prepared from Mg (240 mg, 10 mmol) and phenyl bromide (10 mmol) in THF (50 mL) solid powdered nitrone 124 (2 mmol) was added in small portions. The mixture was stirred for 2 h, then decomposed with MeOH (50 mL) and evaporated. The crude hydroxylamine derivative 139 was washed with hexane (3×10 mL), suspended in CHCl3 (100 mL) and stirred with MnO2 for 16 h. Solid inorganic material was filtered off, washed with CHCl3 (10×10 mL), and MeOH (10×10 mL). Combined organic filtrate was evaporated. Solid residue was chromatographed on prep. TLC plate, eluent--mixture CHCl3 --MeOH (15:1), to yield of 3-aryl nitrone 126. Yield: 39%; the compound was identical to that prepared in Example 6.

Provenance & Evidence