Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Fluoroaniline | HCID 9742 | — |
| Reactant | 4-Methoxybenzaldehyde | HCID 31244 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 784423 | HCID 784423 | — |
Reaction Steps
To a stirred solution of anisaldehyde (0.30 ml) at r.t. in methanol (15 ml) under an argon atmosphere were added 3-fluoroaniline (0.22 ml), ZnCl2 (1.21 g) and NaBH3CN (0.43 g). The mixture was stirred at 40° C. for 1 h, then cooled to r.t. and concentrated in vacuo. The residue was purified by column chromatography (SiO2; gradient:heptane->heptane/EtOAc 7:3) to give (3-fluoro-phenyl)-(4-methoxy-benzyl)-amine (617 mg) as a light yellow oil. MS (ISP): 232.1 ([M+H]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07902238B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-ed76202be8d54a59944c7f6ed2fe0ae1 |
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| Source note | uspto-grants-2011_03 |
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