Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86608807 | HCID 86608807 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86608806 | HCID 86608806 | 82.9% |
Reaction Steps
To 1.2 g of 4-(±)-(5-nitro-2,4,6,7-tetramethyldihydrobenzofuran-2-ylmethyl)-1-(4-imidazol-1-ylphenyl)-1,2,3,6-tetrahydropyridine, 30 ml of ethanol was added and 3.6 g of stannous chloride-dihydrate and 15 ml of concentrated hydrochloric acid were added, followed by heating at reflux for 8 hours. The reaction solution was poured into water, neutralized with a 1N sodium hydroxide solution and then extracted with chloroform. The organic layer was washed with saturated saline and then dried over anhydrous magnesium sulfate. After removing magnesium sulfate by filtration and concentrating under reduced pressure, the residue was subjected to silica gel column chromatography (chloroform:methanol=20:1) to obtain 0.93 g of the objective product (mp: 161-163° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07553837B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-d64daa6aebca4e7a879f398cfe2f72cc |
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| Source note | uspto-grants-2009_06 |
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