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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 375006Generated: October 28, 2026

2-Chlorotoluene → HCID 10020292, compound

https://huagongshe.com/reaction/375006

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorotolueneHCID 7238—
ReactantDiethyl MalonateHCID 7761—
Reactant4-ChloroanisoleHCID 12167—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantHCID 18996302HCID 18996302—
Solvent1,1,2,2-TetrachloroethaneHCID 6591—
ProductHCID 10020292HCID 10020292—

Reaction Steps

A mixture of 5-Chloro-2-hydroxy-2-methylbenzophenone [prepared by reaction of 4-chloroanisole with ortho-tolyl chloride in 1,1,2,2,-tetrachloroethane in the presence of aluminum chloride (150° C., 7 hours): melting point 65°-66° C.] (71.9 g), diethyl malonate (70 ml) and 1,8diazabicyclo[5.4.0]undec-7-ene (4 ml) was stirred at 170° C. for 6 hours. The reaction mixture was purified by silica gel column chromatography (hexane) to yield 6-chloro-4-(2-methylphenyl)-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester as colorless crystals (73.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05482967
Source datasetuspto-grants-1996_01
ORD IDord-e2b5fca72e31491097efbf5fc500c650
Source noteuspto-grants-1996_01