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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376741Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 10789604, compound

https://huagongshe.com/reaction/376741

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1,4-NaphthoquinoneHCID 8530—
ReactantHCID 15476404HCID 15476404—
SolventChloroformHCID 6212—
ProductHCID 10789604HCID 1078960441%

Reaction Steps

6.32 millimol of 1,4-naphthoquinone and 3.16 millimol of N-hexadecylpyrrole were stirred in 50 ml of chloroform in a round-bottomed flask for 5 hours at room temperature, the reaction being catalysed by addition of a few milligrams of para-toluenesulphonic acid. The reaction medium was diluted with 50 ml of chloroform and then washed four times with 50 ml of water and finally with saturated aqueous NaCl solution. The resulting organic phase was dried over Na2SO4 and then concentrated under vacuum. The product 2-(1-hexadecyl-1H-pyrrol-2-yl)-[1,4]-naphthoquinone was thus isolated in a yield of 41% after purification by chromatography on a column of silica.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022379
Source datasetuspto-grants-2000_02
ORD IDord-aebcf2f0465049b59706faf6929ad136
Source noteuspto-grants-2000_02