Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Dimethyl Sulfoxide | HCID 679 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | (E)-1-(Benzyloxy)-4-(2-nitrovinyl)benzene | HCID 5702926 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1-Benzyloxy-4-(2-nitro-ethyl)-benzene | HCID 24721037 | 70,8% |
Reaktionsschritte
To a mixture of 1-benzyloxy-4-((E)-2-nitro-vinyl)-benzene (1.0 g, 3.9 mmol) described in Manufacturing Example 1-1-1, acetic acid (1 mL) and dimethyl sulfoxide (17 mL) was added sodium borohydride (250 mg, 6.3 mmol) at room temperature while cooling appropriately, and the reaction mixture was stirred for 40 minutes at room temperature. Water was added to the reaction mixture. The reaction mixture was partitioned into ethyl acetate and water. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:3) to obtain the title compound (710 mg, 70%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841327B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-b36260e7afd04b67bd43f728912f48e6 |
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| Quellennotiz | uspto-grants-2014_09 |
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