Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118416Generated: November 2, 2026

Piperidine → 2-Acetyl-4-nitro-1H-indene-1,3(2H)-dione

https://huagongshe.com/reaction/2118416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantAcetylacetoneHCID 31261—
Reactant3-Nitrophthalic acidHCID 69043—
SolventPyridineHCID 1049—
SolventDiethyl EtherHCID 3283—
Product2-Acetyl-4-nitro-1H-indene-1,3(2H)-dioneHCID 273526276.1%

Reaction Steps

To a solution of 100 g of 3-nitrophthalic acid in 100 mL of pyridine was added 0.8 mL of piperdine followed by 500 g of 2,4-pentanedione at room temperature. The mixture was stirred at 35°-40° C. for 6 hours and then diluted with 100 mL ether. The pyridine salt was filtered oft, washed with 100 ml of ether, dried, suspended in waer, and acidified with 400 mL of 6N HCl. The title compound was filtered off, dried,and recrystallized from ethanol to yield 84 g of yellow crystals, m.p. 148°-150°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04678499
Source datasetuspto-grants-1987_07
ORD IDord-2bbb308dbd0247bfa068e2dbbfa61465
Source noteuspto-grants-1987_07