HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromopropane → 1-(3-Bromopropoxy)-3-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Nitrophenol | HCID 11137 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(3-Bromopropoxy)-3-nitrobenzene | HCID 7172301 | 56.7% |
Reaction Steps
To a solution of 3-nitrophenol (0.0689 g, 0.495 mmol) in acetonitrile (4 mL) was added 1,3-dibromopropane (0.500 mL, 3.05 mmol) followed by Cs2CO3 (0.244 g, 0.748 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 (0.0730 g, 56.6%). EI-MS Rt (2.20 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07498440B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-cb47d0baf7a2451a96f5133f6b686298 |
| Source note | uspto-grants-2009_03 |