HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70873949, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Methyl 3-amino-2-bromobenzoate | HCID 13574117 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70873949 | HCID 70873949 | 36.1% |
Reaction Steps
To a stirred solution of methyl 3-amino-2-bromobenzoate (3 g, 13.01 mmol) and cyclopentanone (5.6 g, 66 mmol) in methanol (30 mL), acetic acid (1.59 g, 26.6 mmol) was added and the reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (2.08 g, 29.4 mmol) was added and the mixture stirred overnight. On completion, solvent was removed under reduced pressure and crude material was purified by column chromatography to afford methyl 2-bromo-3-(cyclopentylamino)benzoate (1.4 g, 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376422B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3c67077241c24c69afff455f6c4a1736 |
| Source note | uspto-grants-2016_06 |