Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diiodomethane | HCID 6346 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 18670409 | HCID 18670409 | — |
| Reactant | HCID 178418750 | HCID 178418750 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 18670128 | HCID 18670128 | — |
Reaction Steps
Under ice-cooling, 75 ml of diethylzinc and 33.5 g of diiodomethane were added to 500 ml of dichloroethane. After further adding a solution of 6.53 g of 2-[1-(benzyloxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl]ethanol in dichloroethane (20 ml), the resulting mixture was stirred at room temperature for 6 days. Then the reaction mixture was poured into a mixture of saturated ammonium chloride with 1 N hydrochloric acid, washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate followed by filtration. After distilling off the solvent under reduced pressure, the obtained residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate) to thereby give 1.22 g of the title compound as an oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06518423B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-5ec271335f2e47a8b2f6cffcb18ed6cc |
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| Source note | uspto-grants-2003_02 |
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