HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-one hydrobromide | HCID 67353461 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)acetamide | HCID 67354064 | 71.5% |
Reaction Steps
6-Amino-7-hydroxyindan-1-one hydrobromide (800 mg, 3.28 mmol) was suspended in tetrahydrofuran (20 mL), triethylamine (571 μL, 4.10 mmol) and acetic anhydride (387 μL, 4.10 mmol) were added, and the mixture was stirred at room temperature for 1.5 hr. To the reaction solution was added saturated aqueous sodium hydrogencarbonate solution. The mixture was extracted with ethyl acetate, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=60/40→100/0) to give the title compound (481 mg, yield 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895591B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-96d5185c89414d9b81ddcb92b71679c3 |
| Source note | uspto-grants-2014_11 |