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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881252Generated: November 2, 2026

Triethylamine → N-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)-5-phenylpentanamide

https://huagongshe.com/reaction/1881252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzenepentanoic acidHCID 16757—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-one hydrobromideHCID 67353461—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductN-(4-Hydroxy-3-oxo-2,3-dihydro-1H-inden-5-yl)-5-phenylpentanamideHCID 5778127926.3%

Reaction Steps

6-Amino-7-hydroxyindan-1-one hydrobromide (50 mg, 0.256 mmol) and 5-phenylvaleric acid (54.8 mg, 0.307 mmol) were dissolved in N,N-dimethylformamide (1.3 mL), diethyl cyanophosphate (45.7 μL, 0.307 mmol) and triethylamine (120 μL, 0.896 mmol) were added, and the mixture was stirred at room temperature for 15 min. The reaction solution was diluted with diethyl ether, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→40/60) to give the title compound (21.8 mg, yield 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318784B2
Source datasetuspto-grants-2012_11
ORD IDord-9783fdab9fd344528070bb4dbfba165f
Source noteuspto-grants-2012_11