HCID 13398586, compound → HCID 23458286, compound

Participants

Reaction Steps

10 g of 2-[α-(2-amino-phenoxy)-benzyl]-4-methyl-morpholin-5-one was dissolved at 0° C. in 32 ml of 35% H2SO4. At this temperature slow addition was made of 2.76 g of NaNO2 dissolved in 40 ml of H2O and the mixture was kept under stirring in cold conditions for 20 minutes. Still at 0° C. there was added 120 g of Cu(NO3)2 dissolved in 1000 ml of H2O and 4.2 g of Cu2O. After 5 minutes extraction was performed in cold conditions with ethyl acetate; the organic phase was washed to neutrality with a saturated aqueous solution of NaCl, dehydrated with sodium sulphate and evaporated to dryness. There was obtained a yellow oil which was separated by column chromatography on silica gel (phase: ethyl acetate/cyclohexane 2:1). There was obtained 6 g (Yield 60%) of 2-[α-(2-hydroxy-phenoxy)-benzyl]-4-methyl-morpholin-5 -one.

Provenance & Evidence