Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 57964191 | HCID 57964191 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 57964838 | HCID 57964838 | 23.4% |
Reaction Steps
To a solution of 1.2 g (3.42 mmol) of 1-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]-4-(3-hydroxymethylphenyl)piperazine (preparation A) in 15 mL of dimethyl sulfoxide are added, at room temperature, 1.0 g (17.2 mmol) of potassium fluoride, 0.52 g (3.66 mmol) of iodomethane and 0.68 g (10.3 mmol) of potassium hydroxide. The mixture is stirred overnight at room temperature, partitioned between with ethyl acetate and water. The aqueous phase is separated and the organic phase is washed with water, dried over magnesium sulfate, filtered and concentrated. The oily residue is purified by chromatography over silica gel (eluant hetane/ethyl acetate 1/1) to give 0.3 g of 1-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]-4-(3-methoxymethylphenyl)piperazine as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802678B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-a5435f4ad0ac43d591f61a7daede8109 |
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| Source note | uspto-grants-2014_08 |
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