HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dichlorophenol → 4-Benzyl-2-[4-(2,6-dichloro-phenoxymethyl)-phenyl]-morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dichlorophenol | HCID 6899 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | [4-(4-Benzyl-morpholin-2-yl)-phenyl]-methanol | HCID 67032692 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Benzyl-2-[4-(2,6-dichloro-phenoxymethyl)-phenyl]-morpholine | HCID 67032591 | 144% |
Reaction Steps
To a solution of 2,6-dichlorophenol (0.68 g; 4.19 mmol) in THF (20 mL) was added DIAD (1.13 mL; 5.72 mmol), and triphenylphosphine (1.50 g; 5.72 mmol), at RT, followed, after 30 minutes, by [4-(4-benzyl-morpholin-2-yl)-phenyl]-methanol (1.08 g; 3.81 mmol). Subsequently, the resulting mixture was stirred at RT for 1 hour, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, Et2O:hexanes 1:1) to afford 4-benzyl-2-[4-(2,6-dichloro-phenoxymethyl)-phenyl]-morpholine (2.35 g) which was used as such in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273017B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-d74531630acc47ae83e0762c79c69f06 |
| Source note | uspto-grants-2016_03 |