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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849980Generated: November 1, 2026

Phenetole → (5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone

https://huagongshe.com/reaction/1849980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenetoleHCID 7674—
Reactant5-Bromo-2-chlorobenzoyl chlorideHCID 2756871—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product(5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanoneHCID 10020105—

Reaction Conditions

Temperature-2.5 °C

Reaction Steps

At −5-0° C., ethoxybenzene (20.5 g) and AlCl3 (22.3 g) were added into a solution of 5-bromo-2-chlorobenzoyl chloride (from step 2) in dry DCM (200 mL). Then the mixture was stirred at −5-0° C. for 1 h. The mixture was poured into ice-H2O (200 mL) and extracted with DCM. The organic phase was washed with 1M HCl, H2O, IM NaOH and brine. And the organic phase was concentrated, and the crude was purified by silica-gel column chromatography (PE/EA=80/1-40/1), to obtain 30 g of (5-bromo-2-chloro phenyl)(4-ethoxyphenyl)methanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957033B2
Source datasetuspto-grants-2015_02
ORD IDord-afeabf6766624b9fb8ba78993442d7f9
Source noteuspto-grants-2015_02