HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3S)-6-Oxopiperidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (S)-1-(tert-butoxycarbonyl)-6-oxopiperidine-3-carboxylic acid | HCID 117690989 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (3S)-6-Oxopiperidine-3-carboxylic acid | HCID 42546124 | 144.5% |
Reaction Steps
A solution of HCl in dioxane (6M, 10 mL) was added to a solution of (S)-1-(tert-butoxycarbonyl)-6-oxopiperidine-3-carboxylic acid (700 mg, 2.90 mmol) in dioxane (5 mL) at 0° C. with stirring. The reaction mixture was stirred for 4 h and concentrated to dryness. The residue was azeotroped three times with MeOH (10 mL for each portion) to afford (S)-6-oxopiperidine-3-carboxylic acid (600 mg, quantitative) as a colorless solid. (R)-6-oxopiperidine-3-carboxylic acid was made in similar manner.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434761B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-f5d4099b72764b3bbe20302a32bbf4a1 |
| Source note | uspto-grants-2016_09 |