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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1841644Generated: November 1, 2026

(4-Chlorophenyl)acetic acid → HCID 23446817, compound

https://huagongshe.com/reaction/1841644

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Chlorophenyl)acetic acidHCID 15880—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHCID 23446812HCID 23446812—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 23446817HCID 23446817—

Reaction Steps

BOP (2.0 g, 4.5 mmol) is added to a solution of (4-chloro-phenyl)-acetic acid (0.7 g, 4.1 mmol), N-benzoyloxy-2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethylamine (1.4 g, 4.3 mmol) and N-ethyldiisopropylamine (2.8 ml, 16.4 mmol) in 10 ml DMF. The reaction mixture is stirred at room temperature for 20 hours. The reaction mixture is then poured into water and extracted three times with ethyl acetate. The organic phase is dried over Na2SO4 and concentrated. The crude product is purified by flash chromatography (ethyl acetate:hexane, 1:3) to yield N-benzoyloxy-2-(4-chloro-phenyl)-N-[2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethyl]-acetamide as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06683211B1
Source datasetuspto-grants-2004_01
ORD IDord-b835351889b542c18f50d33098d1649a
Source noteuspto-grants-2004_01