HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorobenzaldehyde → HCID 67230285, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(5-Amino-2-fluorophenyl)-2-pyrrolidinone | HCID 16771885 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67230285 | HCID 67230285 | 44.1% |
Reaction Steps
A solution of 1-(5-amino-2-fluoro-phenyl)-pyrrolidin-2-one (0.34 g, 1.8 mmol), 4-chlorobenzaldehyde (0.25 g, 1.8 mmol) and sodium triacetoxyborohydride (0.75 g 3.6 mmol) was stirred in dry dichloromethane (25 ml) overnight. The reaction was quenched with water (25 ml) and the dichloromethane layer separated, dried (magnesium sulphate) and concentrated in vacuo. The residue was purified by flash column chromatography (SiO2) eluting with ethyl acetate/dichloromethane (1:10) to afford the title compound as a yellow oil (253 mg, 44%). HPLC retention time 4.4 min, Mass spectrum (ES+) m/z 319 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372840B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-274504934bfd4e96aa26c34146dfd17d |
| Source note | uspto-grants-2013_02 |