HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → (S)-7-Benzyloxymethoxy-2,6-dimethyl-heptan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | (2S)-l-Benzyloxymethoxy-2,6-dimethyl-5,6-epoxy-heptane | HCID 57680482 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (S)-7-Benzyloxymethoxy-2,6-dimethyl-heptan-2-ol | HCID 57680493 | 80% |
Reaction Steps
To a solution of the epoxide 6 (2.5 g, 9 mmol) in anhydrous ether (75 mL) at 0° C. was added lithium aluminum hydride (1.7 g, 67.5 mmol). The cooling bath was removed and the reaction was stirred at room temperature overnight. The reaction was then quenched with cold water and aqueous NH4Cl, and extracted with CH2Cl2. The solvents were removed under reduced pressure and the crude oil was chromatographed on a silica gel using hexane/EtOAc (9:1) as an eluent to give an oily alcohol 7 (2 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07534777B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-a290c76dca7e4925ab92468e3f6b8029 |
| Source note | uspto-grants-2009_05 |