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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 67884Generated: October 25, 2026

3-Bromobenzaldehyde → 1-(3-Bromophenyl)-7-chloro-1-hepten-3-one

https://huagongshe.com/reaction/67884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromobenzaldehydeHCID 76583—
Reactant[(tetrahydro-2H-pyran-2-ylidene)methyl]triphenylphosphonium chlorideHCID 73680070—
SolventO-XyleneHCID 7237—
Product1-(3-Bromophenyl)-7-chloro-1-hepten-3-oneHCID 54015826—

Reaction Steps

2 parts of [(tetrahydro-2H-pyran-2-ylidene)methyl] triphenylphosphonium chloride and 1.85 parts of 3-bromobenzaldehyde were combined in 45 parts of xylene. This was maintained under a nitrogen atmosphere and was refluxed for 3 hours. After the reaction mixture was cooled to room temperature, xylene was removed at a temperature of about 60° C. and under reduced pressure, leaving a product mixture. This mixture was separated chromatographically on a silica column using benzene as the elution solvent, to yield 1-(3-bromophenyl)-7-chloro-1-hepten-3-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04347192
Source datasetuspto-grants-1982_08
ORD IDord-35f440df14024a91bd8fc301d5da4a63
Source noteuspto-grants-1982_08