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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40752Generated: October 28, 2026

Dimethyl Sulfoxide → 4-(5-Bromo-2,3-difluorophenyl)morpholine

https://huagongshe.com/reaction/40752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-3,4,5-trifluorobenzeneHCID 611409—
SolventWaterHCID 962—
Product4-(5-Bromo-2,3-difluorophenyl)morpholineHCID 5958825376%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-bromo-1,2,3-trifluorobenzene (2.5 g, 11.8 mmol), morpholine (1.0 mL, 11.8 mmol), K2CO3 (1.6 g, 11.8 mmol) and DMSO (2 mL) in a sealed tube was heated up to 90° C. for 2.5 h. The reaction mixture was cooled to room temperature and diluted with water. The resulting colorless precipitate was filtered, washed with water, and dried in vacuo to afford 4-(5-bromo-2,3-difluorophenyl)morpholine in 76% yield. 1H NMR (CDCl3, 400 MHz) δ 6.91-6.87 (m, 1H), 6.75-6.72 (m, 1H), 3.80-3.78 (m, 4H), 3.04-3.02 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530480B2
Source datasetuspto-grants-2013_09
ORD IDord-50b89bd3495147078f6a4cd843f35adc
Source noteuspto-grants-2013_09