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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906599Generated: October 25, 2026

Methyl 4-bromo-2-nitrobenzoate → HCID 59164467, compound

https://huagongshe.com/reaction/906599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-bromo-2-nitrobenzoateHCID 18350461—
ReactantTri(butyl)vinyltinHCID 53438229—
CatalystHCID 178418476HCID 178418476—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59164467HCID 59164467102.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-bromo-2-nitro-benzoic acid methyl ester (1 g, 3.85 mmol) in dioxane (5 mL) were added tributylvinyltin (1.7 mL, 5.76 mmol) and Pd(Ph3P)2Cl2 (275.4 mg, 0.385 mmol). The reaction mixture was stirred at 80° C. for 18 h, was cooled to r.t. and was diluted with EtOAc. After removal of the precipitate by filtration, the solution was concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes→1:1 hexanes:EtOAc) to provide the title compound (820 mg, 100%, 97% purity by HPLC) as a yellow oil. ESI-MS: m/z 208.2 [M+H]+, rt 5.14 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012988B2
Source datasetuspto-grants-2011_09
ORD IDord-b8ece99cec3d4c6fb70763bc2d682a30
Source noteuspto-grants-2011_09