HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 4-(1-Methylpiperidin-4-yl)-3-(trifluoromethyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Tert-butyl 4-(4-amino-2-(trifluoromethyl)phenyl)piperidine-1-carboxylate | HCID 90028532 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(1-Methylpiperidin-4-yl)-3-(trifluoromethyl)aniline | HCID 89306039 | 61.9% |
Reaction Steps
Add LiAlH4 (66.5 mg, 1.75 mmol) at 0° C. to the mixture of tert-butyl 4-(4-amino-2-(trifluoromethyl)phenyl)piperidine-1-carboxylat (151 mg, 0.438 mmol) in THF (3 mL), stir the reaction mixture overnight at room temperature. Quench the reaction with 15% sodium hydroxide solution, filter and concentrate the filtrate under reduced pressure. Purify the residue by flash chromatography (silica gel, DCM:MeOH=15:1) to afford the desired product (70 mg, 56%). MS: (M+1): 259.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359338B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-ec34673e743a4109a1b45d2f6a3107a8 |
| Source note | uspto-grants-2016_06 |