HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-3-chlorobenzene → [2-(3-Chloro-benzylamino)-5-methoxy-phenyl]-(4-isopropyl-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-3-chlorobenzene | HCID 69838 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2-Amino-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanone | HCID 45139626 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [2-(3-Chloro-benzylamino)-5-methoxy-phenyl]-(4-isopropyl-phenyl)-methanone | HCID 60112864 | — |
Reaction Steps
To a solution of 100 mg (0.327 mmol) (2-amino-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanone in 1 ml dichloromethane is added 140 μl (0.818 mmol) N,N-diisopropyl-ethylamine and 48.7 μl (0.360 mmol)3-chloro-benzyl bromide. The reaction mixture is heated under reflux for 4 days and extracted with water/dichloromethane. The organic residue is chromatographed. For further purification the corresponding hydrochloride is precipitated form an etheric solution by addition of gaseous hydrochloric acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476286B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-427712d4b5aa4eeead56e030c6865087 |
| Source note | uspto-grants-2013_07 |