HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2,3-dione | HCID 59134332 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Product | N-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2-one | HCID 59134303 | 65% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of N-benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2,3-dione (500 mg, 1.57 mmol) in DMF (5 mL), hydrazine monohydrate (2.5 mL) was added, and the resulting mixture was stirred at 100° C. for 1.5 hour. Water was added thereto, and the resulting solution was extracted with ethyl acetate. The resulting organic phase was washed with saturated ammonium chloride aqueous solution and then with saturated sodium chloride solution, dried over anhydrous sodium sulfate, concentrated and purified by silica gel column (hexane/ethyl acetate=3/1) to obtain the aimed product (yield: 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964623B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-f2626dda8824429ab388fcfa5ad6b0e7 |
| Source note | uspto-grants-2011_06 |