HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178475363, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 5-Acetoxyindole | HCID 11600757 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Product | HCID 178475363 | HCID 178475363 | 49% |
Reaction Steps
A solution of 1H-indol-5-yl acetate (0.175 g, 1.00 mmol) in 1,4-dioxane (10 mL) was added with water (120 mL), and the mixture was stirred at room temperature. The reaction mixture was added with sodium nitrite (0.690 g, 10.0 mmol), and the mixture was cooled to 0° C. The reaction mixture was added dropwise with 3 N hydrochloric acid (2.00 mL, 6.00 mmol) at 0° C., and then the mixture was stirred at room temperature for 3 hours. The reaction mixture was filtered, and then the filtrate was extracted three times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated to obtain 3-formyl-1H-indazol-5-yl acetate (0.100 g, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156827B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-fbda715cb1764b4c9a33e338255b7be4 |
| Source note | uspto-grants-2015_10 |