HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86719542, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 86719543 | HCID 86719543 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86719542 | HCID 86719542 | 68% |
Reaction Steps
To a stirred solution of methyl 3-amino-5-bromo-2,4-dimethylbenzoate (1.4 g, 5.42 mmol) and cyclopentanone (2.4 mL, 27.13 mmol) in methanol (20 mL), acetic acid (0.650 g, 10.84 mmol) was added and reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (0.85 g, 13.56 mmol) was added and reaction was stirred for overnight. On completion, solvent was removed water was added and compound was extracted with ethyl acetate. Combined organic layer was collected, dried over Na2SO4 and concentrate under reduced pressure and crude material was purified by column chromatography to afford the desired compound (1.2 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376422B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-98062f7698564684bc4fdccf17d5bc99 |
| Source note | uspto-grants-2016_06 |