HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70873966, 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-methyl-5-(trifluoromethyl)benzoate | HCID 68295733 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70873966 | HCID 70873966 | 55.9% |
Reaction Steps
To a stirred solution of methyl 3-amino-2-methyl-5-(trifluoromethyl)benzoate (2.5 g, 10.7 mmol) and cyclopentanone (4.5 g, 53.49 mmol) in methanol (25 mL) was added acetic acid (1.98 g, 21.44 mmol). After 3 h, sodium cyanoborohydride (1.68 g, 24.3 mmol) was added and the reaction stirred overnight. On completion, the solvent was removed under reduced pressure and crude material was purified by column chromatography to afford methyl 3-(cyclopentylamino)-2-methyl-5-(trifluoromethyl)benzoate (1.8 g, 55.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376422B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-cd6c3a9d478344ac8143cc62fe0edd27 |
| Source note | uspto-grants-2016_06 |