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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057664Generated: October 31, 2026

Boron trifluoride etherate → Methyl 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoate

https://huagongshe.com/reaction/2057664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
Reactant4-[13-(4-Chlorophenyl)-12-tridecynylamino]benzoic acidHCID 20330969—
SolventMethanolHCID 887—
ProductMethyl 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoateHCID 20330962—

Reaction Steps

A solution of 50.5 g. of 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoic acid and 34.4 ml. of boron trifluoride etherate in 200 ml. of methanol is stirred under reflux for 44 hours, allowed to cool, and poured into 1.20 liters of ice-cold 5% aqueous sodium carbonate solution. The white solid is collected by filtration and recrystallized from benzene-ethanol to yield methyl 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04211783
Source datasetuspto-grants-1980_07
ORD IDord-7a02d937274a4a2e90a283418358bd0a
Source noteuspto-grants-1980_07