Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 70231174 | HCID 70231174 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86745527 | HCID 86745527 | — |
Reaction Steps
To a solution of the nitrile from Step 2 (415 mg, 1.24 mmol) in toluene (4.5 mL) at −78° C. there was added diisobutyl aluminum hydride (1M) in toluene (1.9 mL, 1.9 mmol) and the mixture was stirred at −78° C. for 2 hours; methanol (2 mL) was added and the mixture allowed to warm to room temperature. After partition between ether and water, the residue from evaporation of the organic fraction was chromatographed on silica gel eluting with a 1:2 mixture of ether:hexane to afford the pure title compound as an oil which solidified on standing.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06300346B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-68fb7d2f1bdc41bab8b521f02c7c32d9 |
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| Source note | uspto-grants-2001_10 |
|---|