Dimethylformamide → Methyl 5-chloro-2-methyl-3-nitrobenzoate

Temperatur

60 °C

To a stirred solution of 5-chloro-2-methyl-3-nitrobenzoic acid (1 equiv.) in DMF (3 ml per 1 mmol), iodomethane (4 equiv.) and sodium carbonate (4 equiv.) were added. The resulting reaction mixture was stirred at 60° C. for 8 h. On completion, the reaction mixture was filtered and the inorganic solid residue washed with ethyl acetate. The combined filtrate was concentrated under vacuum till dryness. The residue was re-dissolved in ethyl acetate and washed with 5% sodium bicarbonate solution followed by 5M HCl solution. Organic layer was finally washed with brine, dried over sodium sulfate and concentrated to afford pure methyl 5-chloro-2-methyl-3-nitrobenzoate (90-95%).

1. customThe resulting reaction mixture
2. filtrationOn completion, the reaction mixture was filtered
3. washthe inorganic solid residue washed with ethyl acetate
4. concentrationThe combined filtrate was concentrated under vacuum till dryness
5. dissolutionThe residue was re-dissolved in ethyl acetate
6. washwashed with 5% sodium bicarbonate solution
7. washOrganic layer was finally washed with brine
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated

ORD-Eintrag

ord-ac012fbd129241c5baccfa8f1a71d5b9

Quelldatensatz

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09206157B2