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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184967Generated: November 2, 2026

Methyl 4-(bromomethyl)-3-chlorobenzoate → HCID 67368455, compound

https://huagongshe.com/reaction/1184967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(bromomethyl)-3-chlorobenzoateHCID 22027761—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventMethanolHCID 887—
ProductHCID 67368455HCID 6736845558.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 4-(bromomethyl)-3-chlorobenzoate (10 g, 37.95 mmol) in MeOH (300 mL) was added TEA (4.2 mL, 30.36 mmol) and Pd(dppf)Cl2 (2.8 g, 3.8 mmol). The reaction was heated under 0.4 MPa CO pressure at 60° C. for 3 h, filtered and concentrated. The residue was purified by Combi-Flash (120 g silica gel, start PE/EA=10:0 to 5:1 by gradient, 60 mL/min, 60 min, 3.6 L total solvent volume) to afford product as a white solid (2.7 g, 29%). MS (ESI): m/z 243.0 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669381B2
Source datasetuspto-grants-2014_03
ORD IDord-8f48a2e3f60a4e7b89317bc38f835d3d
Source noteuspto-grants-2014_03