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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5889Generated: October 28, 2026

Methyl 3-(3-cyclohexenyl)-5-chlorosalicylate → Methyl 2-chloro-trans-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylate

https://huagongshe.com/reaction/5889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(3-cyclohexenyl)-5-chlorosalicylateHCID 15171280—
SolventTrifluoroacetic acidHCID 6422—
ProductMethyl 2-chloro-trans-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylateHCID 14621143—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 9 g of methyl 3-(3-cyclohexenyl)-5chlorosalicylate and 20 ml trifluoroacetic acid is heated at 70° C. overnight. The cooled reaction mixture is diluted with hexanes, washed three times with water, dried and evaporated to dryness. The residue is purified with flash chromatography using 10% ethyl acetate/hexane to give four fractions

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05246942
Source datasetuspto-grants-1993_09
ORD IDord-624b3fc71b5241e7a87be65e3b8537a0
Source noteuspto-grants-1993_09