Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 86669145 | HCID 86669145 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68160137 | HCID 68160137 | 88% |
Reaction Steps
To a mixture of lithium aluminum hydride (2.53 g, 66.7 mmol) in tetrahydrofuran (100 ml) was added dropwise methyl (4-piperidin-1-yl-methyl-phenyl)acetate (5.50 g, 22.2 mmol) at 0° C. under nitrogen atmosphere. The mixture was stirred at 0° C. for 2 hours. Water (2.5 ml), 15 wt % aqueous solution of sodium hydroxide (2.5 ml) and water (7.5 ml) was added to the mixture sequentially at 0° C. The mixture was filtrated through a pad of Celite, and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; ethyl acetate/methanol=90/10 to 80/20) to afford 2-(4-piperidin-1-yl-methyl-phenyl)ethanol as a colorless oil (4.27 g, 19.5 mmol, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006232B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-d27cafa879c5494a88b790048d10b7dd |
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| Source note | uspto-grants-2015_04 |
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