Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 59715035 | HCID 59715035 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 59714837 | HCID 59714837 | 77.7% |
Reaction Steps
To a solution of dimethyl 2-[2-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]-2-pent-4-enylmalonate (910 mg) in diethyl ether (15 mL) was added lithium aluminum hydride (117 mg) under ice cooling. After stirring the solution at room temperature for 1 hour, water (0.12 mL) and a 15% aqueous sodium hydroxide solution (0.12 mL) were successively added thereto. The solution was stirred at room temperature for 15 minutes. Water (0.36 mL) was then added and the solution was stirred at room temperature for additional 15 minutes. The solution was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by chromatography (silica gel, hexane:ethyl acetate=6:4) to give the title compound (640 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07375115B2 |
|---|
| Source dataset | uspto-grants-2008_05 |
|---|
| ORD ID | ord-9e217166a1214ddb812062476fa48bed |
|---|
| Source note | uspto-grants-2008_05 |
|---|