HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-Benzyl-2-[3-chloro-4-(2,6-dichloro-benzyloxy)-phenyl]-morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Bromomethyl-2,6-dichlorobenzene | HCID 30159 | — |
| Reactant | 4-(4-Benzyl-morpholin-2-yl)-2-chloro-phenol | HCID 66654072 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Benzyl-2-[3-chloro-4-(2,6-dichloro-benzyloxy)-phenyl]-morpholine | HCID 67032521 | 102.5% |
Reaction Steps
A mixture of 4-(4-benzyl-morpholin-2-yl)-2-chloro-phenol (0.50 g; 1.56 mmol), 2,6-dichlorobenzyl bromide (0.39 g; 1.64 mmol) and Cs2CO3 (2.55 g; 7.82 mmol) in CH3CN (20 mL) was heated under reflux overnight. After cooling to RT the resulting mixture was partitioned between EtOAc and water. The layers were separated and the organic layer, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, CH2Cl2:MeOH 98:2) to afford 4-benzyl-2-[3-chloro-4-(2,6-dichloro-benzyloxy)-phenyl]-morpholine (0.74 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273017B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-96f1fa474f904cc498901d23f01e07b4 |
| Source note | uspto-grants-2016_03 |