HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(3-Hydroxy-pyridin-2-yl)-cyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(1,4-Dioxa-spiro[4.5]dec-8-yl)-pyridin-3-ol | HCID 58562868 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(3-Hydroxy-pyridin-2-yl)-cyclohexanone | HCID 58562633 | — |
Reaction Steps
2-(1,4-dioxa-spiro[4.5]dec-8-yl)-pyridin-3-ol (1.30 g, 5.52 mmol) as prepared in the previous step was treated with 1N HCl (˜16 mL) in acetonitrile (100 mL) at room temperature for 4 hours. The reaction was neutralized with saturated NaHCO3 solution and the solvent was removed. The residue was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give a yellow solid, which was purified by silica gel column on a CombiFlash® system using hexanes and ethyl acetate (from 10% ethyl acetate to 100% ethyl acetate) to afford the title compound as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062048B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-4fae144ce4fa4d70bb5d4cf060d8874f |
| Source note | uspto-grants-2015_06 |