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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602115Generated: October 30, 2026

Diethylamine → HCID 86754765, compound

https://huagongshe.com/reaction/1602115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 19610387HCID 19610387—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
ProductHCID 86754765HCID 8675476517.2%

Reaction Steps

To a solution of (2Z,4E)-5-(2-indolyl)-2-methoxy-2,4-pentadienoic acid (0.1 g, 0.41 mmol), diethylamine (0.042 ml, 0.41 mmol) and 1-hydroxybenzotriazole (55 mg, 0.41 nmol) in DMF/THF 1:1 (50 Ml), DCC (0.093 g, 0.45 mmol) was added at 0° C. The resulting solution was stirred at room temperature for 48 hours. The solvent was removed under reduced pressure and the residue was dissolved in dichloromethane, washed successively with 10% HCl, saturated solution of NaHCO3 and water, dried and evaporated under vacuum. The crude material was purified by column chromatography (EtOAc/hexane 4:6) and triturated with isopropyl ether to yield 21 mg (17.2%) of the title compound as a light yellow solid, m.p.=141-143° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981525
Source datasetuspto-grants-1999_11
ORD IDord-32c3e5ea66134eafaad48437a75988f6
Source noteuspto-grants-1999_11