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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501254Generated: November 4, 2026

Phenol → HCID 89581335, compound

https://huagongshe.com/reaction/1501254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantCesium carbonateHCID 10796—
ReactantMethyl bromo(4-bromophenyl)acetateHCID 12717577—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 89581335HCID 8958133563.8%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of methyl 2-bromo-2-(4-bromophenyl)acetate (9 g, 29.3 mmol) in N,N-dimethylformamide was added phenol (5.5 g, 60 mmol), cesium carbonate (9.5 g, 30 mmol), tetrabutylammonium iodide (1.08 g, 2.93 mmol). The mixture was stirred at 40° C. for 15 hours. Thin layer chromatography showed the start material was consumed completely. Then the mixture was concentrated under vacuum and purified by column chromatography (silica gel, petroleum ether/ethyl acetate=25:1) to give methyl 2-(4-bromophenyl)-2-phenoxyacetate (6 g, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-1acb0abf186a44139be4c8db387d4bea
Source noteuspto-grants-2015_12