Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 68903420 | HCID 68903420 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86619220 | HCID 86619220 | 89% |
Reaction Steps
A solution of 6-methylamino-2-naphthonitrile (0.84 g, 4.6 mmol) prepared above in toluene (50 ml) was mixed with diisobutylaluminum hydride (9 ml, 1.0M (in toluene)) under a nitrogen atmosphere at −70° C. The mixture was stirred at −78° C. for 30 minutes and at room temperature for 4 hours. The mixture was added to a saturated solution of ammonium chloride, and then an aqueous solution of sulfuric acid was added thereto. The reaction mixture was extracted with ether, washed with brine, dried over MgSO4, and concentrated to give the title compound (0.76 g, yield: 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07511167B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-2e260b1673e6470d921969f0b18aab52 |
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| Source note | uspto-grants-2009_03 |
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