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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877194Generated: October 25, 2026

4-Bromophenol → 1-Bromo-4-[3-(methylsulfanyl)propoxy]benzene

https://huagongshe.com/reaction/1877194

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenolHCID 7808—
Reactant3-(Methylthio)-1-propanolHCID 10448—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
SolventTetrahydrofuranHCID 8028—
Product1-Bromo-4-[3-(methylsulfanyl)propoxy]benzeneHCID 6851153789.6%

Reaction Steps

To a solution of 4-bromophenol (3.4 g) and 3-methylthio-1-propanol (2.6 g) in tetrahydrofuran (20 mL) were added tributylphosphine (7.5 mL) and 1,1′-(azodicarbonyl)dipiperidine (7.6 g), and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (0% ethyl acetate/hexane to 20% ethyl acetate/hexane) to give the title compound (4.6 g, 83%) as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309580B2
Source datasetuspto-grants-2012_11
ORD IDord-708dcdf0154147748cbbed7f3495007c
Source noteuspto-grants-2012_11