HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 131732110, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | (5S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-4,5-dihydro-1H-pyrazole-5-carboxylic acid | HCID 68287959 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131732110 | HCID 131732110 | 94% |
Reaction Steps
To a 2000 ml round bottom flask was added (5S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-4,5-dihydro-1H-pyrazole-5-carboxylic acid (34 g, 159 mmol) in tetrahydrofuran (THF) (600 mL), followed by HCl (397 mL, 1587 mmol) (4 M in dioxane). The mixture was stirred at room temperature for 18 hours, and then ether (600 mL) was added. After stirring for 5 min, the mixture was allowed to stand for 10 min and then the organic solvents were decanted. The solid was collected by filtration and dried under high vacuum to provide (5S)-4,5-dihydro-1H-pyrazole-5-carboxylic acid, hydrochloride (22.4 g, 149 mmol, 94% yield) as a pale yellow solid. 1H NMR (400 MHz, METHANOL-d4): δ ppm 3.40-3.66 (m, 2H) 4.75-4.84 (m, 1H) 8.05-8.13 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901119B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-7d3e96d85fc640acb665364abfde2594 |
| Source note | uspto-grants-2014_12 |