HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propylamine → N-[(7-bromo-5-fluoro-4H-1,3-benzodioxin-2-yl)methyl]propan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propylamine | HCID 7852 | — |
| Reactant | 7-bromo-2-(bromomethyl)-5-fluoro-4H-1,3-benzodioxine | HCID 67155699 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-[(7-bromo-5-fluoro-4H-1,3-benzodioxin-2-yl)methyl]propan-1-amine | HCID 44481627 | 82.2% |
Reaction Steps
Preparation according to Example 3. 7-bromo-2-(bromomethyl)-5-fluoro-4H-1,3-benzodioxine (0.20 g, 0.60 mmol), propan-1-amine (1.0 ml, 12.2 mmol) and EtOH (3.0 ml)was heated at 130° C. for 20 min. Purification by flash column chromatography (EtOAc/MeOH 10:1) gave the title compound (0.15 g, 82%). The amine was converted into the oxalic acid salt and was crystallised with MeOH/DEE (0.17 g). M.p. 215° C. MS m/z (rel. intensity, 70 eV) 304 (M+, 3), 302 (M+, 3), 205 (10), 203 (10), 72 (bp).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492372B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-76b3e4ac0ccd41688dd5fd89082e1238 |
| Source note | uspto-grants-2013_07 |