HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Sodium Tartrate → 1-[1-(2-Fluorophenyl)cyclobutyl]methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Sodium Tartrate | HCID 9357 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 1-(2-Fluorophenyl)cyclobutane-1-carbonitrile | HCID 22722141 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 1-[1-(2-Fluorophenyl)cyclobutyl]methanamine | HCID 24274298 | 71% |
Reaction Steps
Add LiAlH4 (461 mg, 12.1 mmol) to a solution of 1-(2-fluoro-phenyl)-cyclobutanecarbonitrile (1.38 g, 7.88 mmol) in dimethoxyethane (30 mL). Stir the solution at reflux overnight then add aq. Satd Rochelle's salt solution (30 mL) and stir for an additional 1 h at RT. Extract the mixture with CH2Cl2 (3×30 mL). Combine the organic extracts and wash with additional aq satd Rochelle's salt solution (30 mL) and brine (30 mL). Dry, filter and concentrate the organic solution then purify the crude material by flash chromatography, using 20% MeOH/CH2Cl2, to give the title compound (1 g, 71%) as a white solid. MS (ES) 180.1 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595339B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-e03c75c59b944af7bcc0fbde7755dbe9 |
| Source note | uspto-grants-2009_09 |