Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromohexane | HCID 8101 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methionin AL | HCID 446793 | — |
| Reactant | HCID 23084563 | HCID 23084563 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23084562 | HCID 23084562 | 42.5% |
Reaction Steps
Metal magnesium (0.14 g, 5.6 mmol) and 1-bromohexane (0.78 ml, 5.6 mmol) were stirred with heating at 65° C. in anhydrous tetrahydrofuran (24 ml) under an argon atmosphere for 2 hrs, and 5,6-dimethyl-2-(3-pyridyl)isoindolin-1,3-dione (0.40 g, 1.6 mmol) was added thereto, followed by stirring at 25° C. for 15 minutes. The reaction solution was poured into saturated aqueous NH4Cl solution, and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (chloroform:acetone=5:1) to give 0.23 g of 5,6-dimethyl-3-hexyl-3-hydroxy-2-(3-pyridyl)isoindolin-1-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07521451B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-11b50b84898148818ef0e37339f3391b |
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| Source note | uspto-grants-2009_04 |
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