Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde | HCID 27282445 | — |
| Reactant | HCID 86612710 | HCID 86612710 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24780732 | HCID 24780732 | 66.5% |
Reaction Steps
Lithium hydroxide (406 mg) was added to a mixed solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (550 mg) and diethyl [(3S,8aR)-3-(2,4-difluorophenyl)-5-oxooctahydroindolizin-6-yl]phosphonate (1.8 g) in tetrahydrofuran (5 mL)-ethanol (20 mL), and the reaction solution was stirred under shading at room temperature for 12 hours. The reaction solution was poured into ice water, followed by extraction with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate system) to obtain 0.76 g of the title compound as a colorless solid. The property values of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048878B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-9189891b71c64fc7b5851c59486cc0f8 |
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| Source note | uspto-grants-2011_11 |
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