HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromopropane → 1-(3-Bromopropoxy)-2-fluorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | 2-Fluorophenol | HCID 9707 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(3-Bromopropoxy)-2-fluorobenzene | HCID 7172293 | 26.2% |
Reaction Steps
To a solution of 2-fluorophenol (0.040 mL, 0.448 mmol) in acetonitrile (4 mL) was added 1,3-dibromopropane (0.450 mL, 4.43 mmol) followed by Cs2CO3 (0.232 g, 0.713 mmol). The reaction mixture was stirred for 24 h and then concentrated under vacuum. The resulting residue was treated with H2O (4 mL) and extracted with DCM (8 mL). The organic layer was dried through a phase separator and concentrated under vacuum. The residue was taken up in DMSO and purified by preparatory HPLC (without TFA) to give the title compound (0.0274 g, 26.2%). ELMS Rt (2.24 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575347B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-39cb96192553464fb033f95c93a18b36 |
| Source note | uspto-grants-2013_11 |