HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 23128496, compound → HCID 63351291, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 23128496 | HCID 23128496 | — |
| Reactant | HCID 178418630 | HCID 178418630 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 63351291 | HCID 63351291 | 68.2% |
Reaction Steps
3-Cyclohexyl-N-methoxy-N-methylpropaneamide (100 mg, 0.502 mmol) obtained in step 1 was dissolved in THF (1.0 mL). Under ice-cooled condition, cyclopropylmagnesium bromide (0.5 mol/L THF solution) (1.20 mL, 0.600 mmol) was added, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was extracted with ethyl acetate after adding a saturated ammonium chloride 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-1-cyclopropylpropan-1-one (61.7 mg, yield 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000186B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-3c7d608d439345bfbbeb161d6e488d9b |
| Source note | uspto-grants-2015_04 |