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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337389Generated: October 26, 2026

Methanol → 1,1'-(9,10-Dihydroanthracene-2,6-diyl)bis(2-chloroethanone)

https://huagongshe.com/reaction/337389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDichloromethaneHCID 6344—
ReactantChloroacetyl chlorideHCID 6577—
Reactant9,10-DihydroanthraceneHCID 11940—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventWaterHCID 962—
Product1,1'-(9,10-Dihydroanthracene-2,6-diyl)bis(2-chloroethanone)HCID 86723326—

Reaction Conditions

Temperature-5 °C

Reaction Steps

To a stirred solution of 2-chloroacetyl chloride (3.53 mL, 44.4 mmol) and aluminum trichloride (5.92 g, 44.4 mmol) in dichloromethane (DCM) (50 mL), 9,10-dihydroanthracene (2 g, 11.10 mmol) in dichloromethane (DCM) (50 mL) was added dropwise over 5 min at r.t. and left stirring for 1 h. The reaction mixture was then added to a mixture of methanol (100 mL) and H2O (100 mL) chilled to −5° C. The slurry was warmed to ambient temperature, stirred for 30-60 min. and the solids were collected and were washed well with H2O and dried at 50-60° C. to constant weight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889726B2
Source datasetuspto-grants-2014_11
ORD IDord-2803a309e3b9455db086b81d73f5e923
Source noteuspto-grants-2014_11