反应详情

温度

80 °C

Methyl 4-bromo-3-hydroxybenzoate (71 mg) and 4-(bromoacetyl)morpholine (71 mg) were combined in DMF (5 ml). Sodium hydride (14 mg, 60% dispersion in mineral oil) was added and the reaction heated at 80° C. under nitrogen for 16 hours. The reaction was quenched with water (2 ml) and solvent the evaporated in vacuo. The residue was partitioned between water (10 ml) and ethyl acetate/chloroform (1:1, 2×10 ml). The organic layers were combined, dried using a hydrophobic filter and evaporated under vacuum. The residue was partially purified by SPE (2 g, Si), eluting with a methanol/chloroform gradient (0.5% to 5%), and the product fractions further purified by mdap, to give methyl 4bromo-3{[2-(4-morpholinyl)-2-oxoethyl]oxy}benzoate as a white solid (16 mg).

1. customThe reaction was quenched with water (2 ml) and solvent the
2. customevaporated in vacuo
3. customThe residue was partitioned between water (10 ml) and ethyl acetate/chloroform (1:1, 2×10 ml)
4. customdried
5. filtrationa hydrophobic filter
6. customevaporated under vacuum
7. customThe residue was partially purified by SPE (2 g, Si)
8. washeluting with a methanol/chloroform gradient (0.5% to 5%)
9. customthe product fractions further purified by mdap