Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848773Generated: October 31, 2026

Dimethylformamide → 2-Bromo-1,3-dimethyl-5-[3-(methylsulfonyl)propoxy]benzene

https://huagongshe.com/reaction/1848773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-3,5-dimethylphenolHCID 81970—
Reactant(3-(Methylsulfonyl)propyl 4-methylbenzenesulfonateHCID 22732325—
SolventWaterHCID 962—
Product2-Bromo-1,3-dimethyl-5-[3-(methylsulfonyl)propoxy]benzeneHCID 7092693598.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

4-Bromo-3,5-dimethylphenol (400.0 g), 3-(methylsulfonyl)propyl 4-methylbenzenesulfonate (727.3 g) and potassium carbonate (357.6 g) were added to N,N-dimethylformamide (4000 mL), and the mixture was stirred. The mixture was heated to 70° C., stirred for 20 hr and cooled to 5° C. Water (2000 mL) was added dropwise at 10° C. or below, seed crystal was added, and water (4000 mL) was further added. The mixture was stirred at room temperature overnight and at 10° C. or below for 2 hr. The precipitated crystals were collected by filtration, washed with water (4000 mL) and dried to give the title compound (631.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952185B2
Source datasetuspto-grants-2015_02
ORD IDord-ed6d04a3cbe64c5c857f040a97160d51
Source noteuspto-grants-2015_02