Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594866Generated: October 30, 2026

4-Bromophenol → Ethyl 1-((4-bromophenoxy)methyl)cyclobutanecarboxylate

https://huagongshe.com/reaction/594866

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenolHCID 7808—
ReactantCesium carbonateHCID 10796—
ReactantEthyl 1-{[(methylsulfonyl)oxy]methyl}cyclobutanecarboxylateHCID 86724246—
SolventDimethylformamideHCID 6228—
ProductEthyl 1-((4-bromophenoxy)methyl)cyclobutanecarboxylateHCID 8672426246.6%

Reaction Conditions

Temperature135 °C

Reaction Steps

The mixture of ethyl 1-{[(methylsulfonyl)oxy]methyl}cyclobutanecarboxylate (1.50 g, 6.3 mmol), 4-bromophenol (1.2 g, 7.0 mmol), and caesium carbonate (4.13 g, 7.0 mmol) in DMF (15 ml) was stirred for 6 hours at 135° C. After dilution with EtOAc and H2O, the organic layer was washed with H2O, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel chromatography (hexane:EtOAc=100:0-70:30) to give ethyl 1-[(4-bromophenoxy)methyl]cyclobutanecarboxylate (919 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242973B2
Source datasetuspto-grants-2016_01
ORD IDord-07cd15ed267d417abc6ffb36670e8099
Source noteuspto-grants-2016_01