Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 23021238 | HCID 23021238 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59714891 | HCID 59714891 | 57.8% |
Reaction Steps
To a solution of dimethyl 2-(1-methoxycarbonylmethylcyclohexyl)malonate (490 mg) in tetrahydrofuran (15 mL) was added lithium aluminum hydride (195 mg) under ice cooling. The solution was stirred under reflux for 1 hour, and then, cooled on ice. Diethyl ether was added to the solution, followed by addition of water (0.2 mL) and a 15% aqueous sodium hydroxide solution (0.2 mL). After stirring the solution at room temperature for 15 minutes, water (0.6 mL) was added thereto, and it was stirred at room temperature for additional 30 minutes. The solution was dried over anhydrous magnesium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by chromatography (silica gel, chloroform:methanol=85:15) to give the title compound (200 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07375115B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-ea16bcf536c8479386d2886ba2fbb5ae |
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| Source note | uspto-grants-2008_05 |
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