HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Methyl 3-(4-oxopiperidin-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)benzoate | HCID 60059302 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | Methyl 3-(4-oxopiperidin-1-yl)benzoate | HCID 60059322 | 85% |
Reaction Steps
A solution of methyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-benzoate (3.85 g, 13.88 mmol) in 10% aqueous sulfuric acid (40 mL and THF (40 mL) was stirred at ambient temperature for 14 days. The reaction mixture was neutralized by cautious addition of NaHCO3 and simultaneously diluting with water. The aqueous mixture was extracted with EtOAc (2×75 mL) and the combined organic extracts were dried (MgSO4), filtered, and concentrated to give the title compound as an oil (2.75 g, 85%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889870B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-3a17ec9750d04ccd86b4be8fa8f753d1 |
| Source note | uspto-grants-2014_11 |