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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625702Generated: October 31, 2026

Methyl 4-pentynoate → HCID 58481154, compound

https://huagongshe.com/reaction/1625702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-pentynoateHCID 543061—
Reactant4-Bromo-2-nitrobenzaldehydeHCID 608099—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
ProductHCID 58481154HCID 58481154—

Reaction Steps

A mixture of 4-bromo-2-nitrobenzaldehyde (460 mg), Pd(PPh3)2Cl2 (70 mg), and CuI (38 mg), methyl pent-4-ynoate (269 mg) in TEA(5.0 mL) was stirred at room temperature until the reaction was completed. The crude residue was purified by a silica gel flash chromatography (15% EtOAc in hexanes), affording methyl 5-(4-formyl-3-nitrophenyl)pent-4-ynoate. ESI-MS m/z 262.23 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785151B2
Source datasetuspto-grants-2014_07
ORD IDord-63db8492dd324d418d45b869fffe641a
Source noteuspto-grants-2014_07