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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926204Generated: October 26, 2026

Triethylamine → 8-(2-(9H-fluoren-9-ylidene)acetamido)octanoic acid methyl ester

https://huagongshe.com/reaction/1926204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant9H-Fluoren-9-ylideneacetic acidHCID 96792—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantMethyl 8-aminooctanoate hydrochlorideHCID 12878164—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product8-(2-(9H-fluoren-9-ylidene)acetamido)octanoic acid methyl esterHCID 5797205487%

Reaction Steps

2-(9H-fluoren-9-ylidene)acetic acid (222 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxyl-benzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 8-aminocaprylic acid methyl ester hydrochloride (251 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (328 mg, 87% yield) as a white solid. LC-MS (m/z) 378 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178577B2
Source datasetuspto-grants-2012_05
ORD IDord-34df6da984bd426099f2576df1f5cf8d
Source noteuspto-grants-2012_05