Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576333Generated: October 30, 2026

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

https://huagongshe.com/reaction/576333

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 (0.5M 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 1N 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 numberUS09034921B2
Source datasetuspto-grants-2015_05
ORD IDord-287b1cf985ce4132af5a6cde7821c7d2
Source noteuspto-grants-2015_05