Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Fluoro-3-nitrobenzene | HCID 9823 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Morpholinopiperidine | HCID 795724 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66711551 | HCID 66711551 | 77.5% |
Reaction Steps
1-Fluoro-3-nitro-benzene (1.00 g, 0.00709 mol) and Potassium carbonate (1.47 g, 0.0106 mol) were dissolved in Dimethyl sulfoxide (7.50 mL) and 4-Piperidin-4-yl-morpholine (2.41 g, 0.0142 mol) was added. The reaction was allowed to stir overnight at 90° C. Upon completion of the reaction, the mixture was diluted with ethyl acetate and was poured over water. Combined extracts were then washed with brine and the organics were dried over magnesium sulfate, filtered and reduced. The crude mixture was purified by Isco flash column chromatography (Hexane/Ethyl Acetate). Combined fractions were reduced en vacuo to afford 1.60 g of 4-[1-(3-Nitro-phenyl)-piperidin-4-yl]-morpholine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08471005B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-2680da4caceb49a0b845daa12f7422dc |
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| Source note | uspto-grants-2013_06 |
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