HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Methyl-[1-(4-ethoxy-phenyl)-piperidin-4-ylmethyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | [1-(4-Ethoxy-phenyl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl ester | HCID 58576345 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl-[1-(4-ethoxy-phenyl)-piperidin-4-ylmethyl]-amine | HCID 58576685 | 98.3% |
Reaction Steps
[1-(4-Ethoxy-phenyl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl ester (963 mg, 2.88 mmol, prepared in accordance with Example 106) is added to a molar solution of lithium aluminium hydride in tetrahydrofuran (10 mL, 10 mmol) and the resulting mixture is refluxed for 2 hours. After cooling with an ice bath, water (1 mL) is added carefully and the mixture is stirred overnight at room temperature. The reaction is then filtered and the filtrate is concentrated under reduced pressure. The residue obtained is dried under high vacuum to afford the desired product (701 mg; 2.83 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096524B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-4ad81030ba29402c833a23fd80857368 |
| Source note | uspto-grants-2015_08 |