HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(Pyridin-3-yl)cyclohexan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(3-Pyridyl)cyclohexanone ethylene acetal | HCID 57892550 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 4-(Pyridin-3-yl)cyclohexan-1-one | HCID 20034907 | 84.2% |
Reaction Steps
Water (1 mL) was added to a cod solution of 4-(3-pyridyl)cyclohexanone ethylene acetal (4.79 g, 21.9 mmol) in CF3CO2H (20 mL). After stirring room temperature for 6 h, the reaction mixture was added dropwise to sat. NaHCO3. aq. The resulting mixture was adjusted to pH 8 with 2M NaOH aq. and extracted with CH2Cl2, After drying and consentration, the crude product was purified by column chromatography (Hexane/EtOAc=1/1→0/1) to yield 4-(3-pyridyl)cyclohexanone (3.23 g, 84%) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071591B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-5e03fba41efe444c90de65b7aea4ef74 |
| Source note | uspto-grants-2011_12 |