HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propylamine → N-[(7-bromo-6-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)-6-fluoro-4H-1,3-benzodioxine | HCID 67155779 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-[(7-bromo-6-fluoro-4H-1,3-benzodioxin-2-yl)methyl]propan-1-amine | HCID 44481630 | 41.1% |
Reaction Steps
Preparation according to Example 3. 7-bromo-2-(bromomethyl)-6-fluoro-4H-1,3-benzodioxine (0.60 g, 1.84 mmol), propan-1-amine (1.0 ml, 12.2 mmol) and EtOH (3.0 ml) was Heated at 130° C. for 40 min. Twice purification by flash column chroma-tography (EtOAc) gave the pure title compound (0.23 g, 41%). The amine was converted into the hydrochloric acid salt and crystallized from EtOH/DEE. M.p. 182° C. MS m/z (rel. intensity, 70 eV) 305 (M+, 3), 303 (M+, 3), 205 (8), 203 (8), 96 (6), 95 (10), 72 (bp).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492372B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-6129fb507da1432c835d431b9a314456 |
| Source note | uspto-grants-2013_07 |