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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361534Generated: November 1, 2026

Ethanol → HCID 59398782, compound

https://huagongshe.com/reaction/2361534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1-(3-Chlorophenyl)ethanoneHCID 14933—
ReactantSilicon tetrachlorideHCID 24816—
Reactant1,3-Bis(3-bromophenyl)but-2-en-1-oneHCID 67144779—
SolventWaterHCID 962—
ProductHCID 59398782HCID 59398782—

Reaction Steps

1,3-bis(3-bromophenyl)but-2-en-1-one (6.15 g, 16.2 mmol) and m-chloroacetophenone (2.50 g, 16.2 mmol) were added to a 100 mL of three neck round bottom flask. To this flask, dry ethanol (40 mL) was added. The mixture was stirred vigorously, and then silicon tetrachloride (7 ml, 56 mmol) was added slowly. The mixture turned red and stirred 12 hours at room temperature. Then water (10 ml×2) was added and stirred for 20 minutes. Then filter the solution to get grey solid. Washed the solid with NaOH solution (10%), water and acetone separately. Dried the crude product and dissolved in THF (3 ml), then added the THF solution to methanol (100 ml) under stirring vigorously. Get the precipitation by filtration, and then recrystallize the crude product from ethanol and dichloromethane, the fine 1,3-Bis(3-bromophenyl)-5-(3-chlorophenyl)benzene will be obtained. Yield is 3.23 g (C24H15Br2Cl), 40%. 1H NMR (δ, CDCl3) 7.84 (m, 2H), 7.74 (m, 3H), 7.69 (s, 1H), 7.63-7.55 (m, 5H), 7.46-7.36 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691399B2
Source datasetuspto-grants-2014_04
ORD IDord-683d4ec81143420e8ec138e4833237eb
Source noteuspto-grants-2014_04