Hydrochloric Acid → 2,3-Dimethyl-5-nitrobenzoic acid phenyl ester

To a solution of 2,3-dimethyl-5-nitrobenzoic acid (1.7 g) in dichloromethane (20 ml) was added oxalylchloride (1.0 ml) and dimethylformamide (0.05 ml). After the solution was stirred for 1 hour at room temperature, the solvent was removed in vacuo. The residue was dissolved in tetrahydrofuran (20 ml). To the solution was added a solution of sodium phenolate (20 mmol) in tetrahydrofuran (20 ml) at 0° C. The mixture was stirred for 30 minutes and poured into diluted hydrochloric acid (110 ml). The organic layer was extracted with ethyl acetate (50 ml) and washed with water (50 ml×3). The solution was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was purified by a column of silica gel to give a yellow solid of 2,3-dimethyl-5-nitrobenzoic acid phenyl ester (1.50 g).

1. customthe solvent was removed in vacuo
2. dissolutionThe residue was dissolved in tetrahydrofuran (20 ml)
3. stirringThe mixture was stirred for 30 minutes
4. extractionThe organic layer was extracted with ethyl acetate (50 ml)
5. washwashed with water (50 ml×3)
6. dry with materialThe solution was dried over magnesium sulfate
7. customthe solvent was removed in vacuo
8. customThe residue was purified by a column of silica gel

ORD-Eintrag

ord-a0f3c9383975483394770a7f1365aaf5

Quelldatensatz

uspto-grants-1994_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05283251