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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206706Generated: November 1, 2026

Tetrahydrofuran → (5-Bromo-2-chloro-3-methoxyphenyl)(4-ethylphenyl)methanone

https://huagongshe.com/reaction/2206706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant5-Bromo-2-chloro-N,3-dimethoxy-N-methylbenzamideHCID 86714044—
ReactantHCID 178466691HCID 178466691—
Product(5-Bromo-2-chloro-3-methoxyphenyl)(4-ethylphenyl)methanoneHCID 7111068299%

Reaction Steps

To a solution of compound 60 (3.45 g, 11.2 mmol) in THF (44 mL) was added dropwise 4-ethoxyphenyl magnesium bromide (0.5 M in THF, 44.8 mL, 22.4 mmol) at 0° C. under an atmosphere of nitrogen. After being stirred for 15 hours at room temperature, the mixture was quenched with 1 N HCl (10 mL). The mixture was extracted with EtOAc (100 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the product 61 (3.92 g, 99%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371303B2
Source datasetuspto-grants-2016_06
ORD IDord-b2598ae00031424a9671b75d4adf6c6f
Source noteuspto-grants-2016_06