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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913011Generated: November 3, 2026

o-Fluorophenatole → HCID 68015073, compound

https://huagongshe.com/reaction/1913011

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-FluorophenatoleHCID 136291—
Reactant5-Bromo-2-chlorobenzoyl chlorideHCID 2756871—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
ProductHCID 68015073HCID 6801507372.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

5-bromo-2-chloro-benzoyl chloride 2a (12.4 g, 48.8 mmol) and 1-ethoxy-2-fluoro-benzene 4b (6.84 g, 48.8 mmol) were dissolved in 100 mL dichloromethane and cooled to 0° C., followed by addition of aluminum trichloride (5.86 g, 44 mmol) in batch. The reaction mixture was stirred for 16 hours. Thereafter, the reaction mixture was partitioned after 20 mL 2 M hydrochloric acid was dropwise added in an ice bath. The aqueous phase was extracted with 30 mL dichloromethane and the organic extract was combined, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain the title compound (5-bromo-2-chloro-phenyl)-(4-ethoxy-3-fluoro-phenyl)methanone 4c (12.7 g, yellow solid), yield: 72.6%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609622B2
Source datasetuspto-grants-2013_12
ORD IDord-59775cbdc62d4b0c95d2dfb6649bc051
Source noteuspto-grants-2013_12