HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70874071, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Methyl 3-Amino-5-bromo-2-methylbenzoate | HCID 24729181 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70874071 | HCID 70874071 | 80% |
Reaction Steps
To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (1 equiv.) in methanol (5 mL), acetone (5 equiv.) and acetic acid (2 equiv.) were added and reaction mixture stirred at room temperature for 2 h. Then NaBH3CN (3 equiv.) was added at 0° C. The resulting reaction mixture was stirred further for 16 h at room temperature. On completion, solvent was evaporated and water added to the residue and the extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated to afford crude product which was used in next step without further purification (yield 80-90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376422B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-8c3dfaab5a394e6991182ac322a67036 |
| Source note | uspto-grants-2016_06 |