HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-Bromomethyl-2-(3-chloro-phenoxy)-1-methoxy-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | [3-(3-Chloro-phenoxy)-4-methoxy-phenyl]-methanol | HCID 57701122 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Bromomethyl-2-(3-chloro-phenoxy)-1-methoxy-benzene | HCID 57701130 | 91.6% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 3-(3-chloro-phenoxy)-4-methoxy-phenyl]-methanol (13) (315 mg, 1.2 mmol) and triphenylphosphine (390 mg, 1.5 mmol) in methylene chloride (5 ml) was added NBS (0.250 mg, 1.4 mmol) in portions at 0° C. under nitrogen. After 10 min of stirring at 0° C., the mixture was allowed to warm to room temperature, and continued to stir for 16 h. After the solvent was removed, the residue was purified by silica gel column chromatography with ether/hexane as eluent to give 360 mg (85% yield) of product (14).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877816B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-8c044c98209c4847b1ab1c78200d10ff |
| Source note | uspto-grants-2014_11 |