Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 23021101 | HCID 23021101 | — |
| Reactant | 4-(Mesitylamino)piperidine | HCID 23109887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57888632 | HCID 57888632 | 53% |
Reaction Steps
A suspension of 4-(mesitylamino)piperidine (250 mg, 1.15 mmol), methyl [1-(2-bromoethyl)cyclohexyl]acetate (371 mg, 1.38 mmol) and potassium carbonate (318 mg, 2.3 mmol) in N,N-dimethylformamide (3 mL) was stirred at 80° C. for 10 hours. Chloroform (10 mL) was added to the reaction mixture, the insoluble portion was filtered out, and the filtrate was concentrated under reduced pressure. The residue was dissolved in xylene (10 mL) and concentrated under reduced pressure. The residue was then purified by silica gel column chromatography (10 g Merck Art 9385, hexane:ethyl acetate=7:3-chloroform:methanol=10:1) to obtain the title compound as a brown oil (243 mg) (53% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601843B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-15ffe54b10c74b2db3845af7a037251c |
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| Source note | uspto-grants-2009_10 |
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