HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 4-cyclopropyl-N-(2-methoxyethyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | N-(4-cyclopropylphenyl)-2-methoxyacetamide | HCID 118597819 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-cyclopropyl-N-(2-methoxyethyl)aniline | HCID 118597884 | 79% |
Reaction Steps
To a solution of this N-(4-cyclopropylphenyl)-2-methoxyacetamide in THF (20 mL) was added LAH (5.0 mL, 2.4 M in THF, 12 mmol) at 0° C. The reaction was stirred at r.t. for 2 h. The solution was diluted with water (0.5 mL) and EtOAc (30 mL), dried (Na2SO4), and concentrated. Purification by silica gel chromatography (0% to 15% MeOH/DCM) gave 912 mg (79%) of the title compound as a yellow oil. [M+H] Calc'd for C12H17NO, 192. Found, 192.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242968B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-daf040f141164d06983646e6051fda1e |
| Source note | uspto-grants-2016_01 |