Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Reactant | Piperidin-3-ylmethanol | HCID 107308 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 43590388 | HCID 43590388 | 36% |
Reaction Steps
2-Fluorobenzaldehyde (3.26 mL, 30.0 mmol), potassium carbonate (5.64 g, 40.0 mmol) and tetrabutylammonium iodide (739 mg, 2.00 mmol) were added to 3-piperidylmethanol (2.30 g, 20.0 mmol) in N,N-dimethylformamide (20 mL). The reaction mixture was stirred at 130° C. for 8 hours. Subsequently, water was added and the mixture was extracted with ethyl acetate. The extract was washed with brine, followed by drying over magnesium sulfate and evaporation of the solvent. Purification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=5:1->1:1) gave 1.56 g (36%) of the desired compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07902367B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-695fad0a9b2d411bb999d09e45fe424e |
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| Source note | uspto-grants-2011_03 |
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