Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 12208762 | HCID 12208762 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 816469-64-4 | HCID 86612414 | — |
Reaction Steps
In an argon atmosphere, 1.1 g (20.5 mmol) of ammonium chloride are suspended in 20 ml of toluene and cooled to 0° C. 10.29 ml of a 2M solution of trimethylaluminum in toluene are added dropwise, and the mixture is then stirred at RT for 2 h. 1 g (10.29 mmol) of (3S)-3-methylpentanenitrile is then added. The mixture is then stirred at 80° C. overnight. After cooling to 0° C., 40 ml of methanol are added dropwise, and then the resulting solid is filtered off with suction. It is thoroughly washed with methanol several times, and the combined filtrates are concentrated in vacuo. The residue is suspended in dichloromethane/methanol 10:1 and the insoluble solid is again removed. The filtrate then obtained is concentrated and affords 1.01 g (64% of theory) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07488733B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-3cfbf8b22e7149d78bf6e429b1bf45a7 |
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| Source note | uspto-grants-2009_02 |
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