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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782497Generated: October 30, 2026

1,3-Dibromopropane → 1-(3-Bromopropoxy)-3-nitrobenzene

https://huagongshe.com/reaction/1782497

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromopropaneHCID 8001—
ReactantCesium carbonateHCID 10796—
Reactant3-NitrophenolHCID 11137—
SolventAcetonitrileHCID 6342—
Product1-(3-Bromopropoxy)-3-nitrobenzeneHCID 717230156.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498440B2
Source datasetuspto-grants-2009_03
ORD IDord-cb47d0baf7a2451a96f5133f6b686298
Source noteuspto-grants-2009_03