HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 23128496, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | Cyclohexylpropionyl chloride | HCID 2734098 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23128496 | HCID 23128496 | 99.3% |
Reaction Steps
3-Cyclohexylpropionic chloride (1.00 g, 5.71 mmol) was dissolved in dichloromethane (10 mL). Under ice-cooled condition, pyridine (0.910 mL, 11.3 mmol) and N,O-dimethylhydroxylamine hydrochloride (840 mg, 8.57 mmol) were added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was extracted with ethyl acetate after adding a saturated sodium hydrogen carbonate aqueous solution. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10→80/20) to give 3-cyclohexyl-N-methoxy-N-methylpropaneamide (1.13 g, yield 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000186B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-71bc5638354e463fa578e4daea98edc9 |
| Source note | uspto-grants-2015_04 |