Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330789Generated: October 31, 2026

Dimethylformamide → 2-(3-bromopropoxy)-1-chloro-4-nitrobenzene

https://huagongshe.com/reaction/330789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,3-DibromopropaneHCID 8001—
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-5-nitrophenolHCID 69264—
SolventWaterHCID 962—
Product2-(3-bromopropoxy)-1-chloro-4-nitrobenzeneHCID 309912—

Reaction Steps

1,3-dibromo propane (1.3 mL, 12.65 mmol) and cesium carbonate (4.1 g, 12.65 mmol) was added to the DMF (18 mL) solution of 2-chloro-5-nitro phenol (2.0 g, 11.5 mmol) and the reaction mixture stirred overnight at room temperature. Water (20 mL) was added to the mixture, extracted with DCM (3×25 mL) and combined extracts were dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash column chromatography to get the title compound 26a in 64% (2.176 g) yield as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877752B2
Source datasetuspto-grants-2014_11
ORD IDord-ca55bf9e3b044887b9543c13b442237c
Source noteuspto-grants-2014_11