HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3-Cyclopropyl-4-fluorophenyl)methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 3-Cyclopropyl-4-fluorobenzamide | HCID 40151798 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-Cyclopropyl-4-fluorophenyl)methanamine | HCID 40151800 | 69.5% |
Reaction Steps
To a solution of 3-cyclopropyl-4-fluoro-benzamide (Preparation 57, 66 g, 0.37 mol, 1.0 eq) in THF (500 mL) was added portionwise lithium aluminium hydride (42 g, 1.1 mol, 3.0 eq) at 10° C. Then the mixture was stirred at room temperature overnight. Water (100 mL) was added dropwise to the reaction mixture at 10° C. and the mixture was filtrated. The solid was washed with THF (3×700 mL), and filtrate was dried over sodium sulfate and concentrated in vacuum to give crude. The crude product was purified by column chromatography (MeOH/DCM 1:100→1:40) to give title compound as a yellow liquid (42.27 g, 0.257 mol, 69.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741934B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-e010d2d920c14a469ac51a4042d8d1e6 |
| Source note | uspto-grants-2014_06 |