Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-(Benzyloxy)-3-[4-(benzyloxy)butoxy]benzonitrile | HCID 23143860 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23143862 | HCID 23143862 | 41.9% |
Reaction Steps
Lithium aluminium hydride (2.6 g) was suspended in tetrahydrofuran (30 mL), and to the mixture was added dropwise a solution of 4-benzyloxy-3-(4-benzyloxybutoxy)benzonitrile (5.9 g) in tetrahydrofuran (30 mL) under ice-cooling. The mixture was stirred at 60° C. for 2 hours. After the mixture was cooled in an ice bath, ethanol and water were successively added dropwise to the reaction mixture. To the reaction mixture was added anhydrous sodium sulfate, and the insoluble material was removed by filtration through celite. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by column chromatography on aminopropylated silica gel (eluent: ethyl acetate/hexane=1/5) to give the title compound (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07547680B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-54fe7b87f4f94c49af7508509018f511 |
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| Source note | uspto-grants-2009_06 |
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