HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70872494, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Methyl 3-Amino-5-bromo-2-methylbenzoate | HCID 24729181 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70872494 | HCID 70872494 | 78.2% |
Reaction Steps
To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (5 g, 20.57 mmol) and cyclopentanone (8.64 g, 102.8 mmol) in methanol (30 mL), acetic acid (2.46 g, 41.1 mmol) was added and reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (3.23 g, 51.4 mmol) was added and reaction stirred overnight. On completion, solvent was removed under reduced pressure and crude material was purified by column chromatography to afford methyl 5-bromo-3-(cyclopentylamino)-2-methylbenzoate (4 g, 78.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765732B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-0768ee4fcc55412e991bcad3e9960b43 |
| Source note | uspto-grants-2014_07 |