反应详情

Add triethylamine (1.53 mL, 11.0 mmol) and bromoacetyl bromide (0.87 mL, 10.0 mmol) dropwise to a 0° C. solution of 3,4,5-trimethoxy-aniline (1.74 g, 9.5 mmol) in tetrahydrofuran (30 mL). Allow the reaction to warm to room temperature overnight. Filter the mixture, wash with tetrahydrofuran, and concentrate. Dissolve the resulting brown solid in chloroform, wash with 1N HCl, saturated aqueous sodium bicarbonate solution, brine; dry over magnesium sulfate; and concentrated. Purify by flash chromatography on silica gel (eluting with 0–1% methanol/chloroform) to give 2.50 g of the title compound as an orange solid, 87% yield. 1H NMR: consistent with structure. MS (ion spray) 304 (M+).

1. customthe reaction
2. filtrationFilter the mixture
3. washwash with tetrahydrofuran
4. concentrationconcentrate
5. dissolutionDissolve the resulting brown solid in chloroform
6. washwash with 1N HCl, saturated aqueous sodium bicarbonate solution, brine
7. dry with materialdry over magnesium sulfate
8. concentrationand concentrated
9. customPurify by flash chromatography on silica gel (eluting with 0–1% methanol/chloroform)