Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22262580 | HCID 22262580 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12088101 | HCID 12088101 | 97% |
Reaction Steps
To a suspension of lithium aluminum hydride (3.32 g, 70.0 mmol) in tetrahydrofuran (200 ml) was added dropwise a solution of 1-[3-(methyloxy)propyl]-4-piperidinecarboxamide (step 1, 7.00 g, 35.0 mmol) in tetrahydrofuran (50 ml) at 0° C. over 15 minutes. The mixture was stirred at 0° C. for 30 min and at 40° C. for 1.5 h. After cooling to 0° C., water (3.3 ml), 15% aqueous sodium hydroxide (3.3 ml) and water (10 ml) were carefully added dropwise. The resulting mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo to give 6.31 g (97%) of the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06979690B2 |
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| Source dataset | uspto-grants-2005_12 |
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| ORD ID | ord-99193f1c3f7444f7b90c678b6f9e5848 |
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| Source note | uspto-grants-2005_12 |
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