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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74322Generated: November 2, 2026

1-Bromo-3-chloropropane → (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene

https://huagongshe.com/reaction/74322

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
Reactant(Z,Z,E)-7,11,13-HexadecatrienalHCID 25067736—
ReactantEthylorthoformateHCID 53630039—
ReactantHCID 86762708HCID 86762708—
ReactantHCID 86762709HCID 86762709—
ReactantHCID 86762710HCID 86762710—
Product(Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatrieneHCID 86762707—

Reaction Steps

In one aspect of the invention, there is provided (Z,Z,E)-1-chloro-6,10,12-pentadecatriene. In another aspect of the invention, there is also provided a method for preparing (Z,Z,E)-1-chloro-6,10,12-pentadecatriene comprising a step of chlorinating (Z,Z,E)-3,7,9-dodecatrien-1-ol into (Z,Z,E)-1-chloro-3,7,9-dodecatriene and a step of reacting a Grignard reagent into which the (Z,Z,E)-1-chloro-3,7,9-dodecatriene is converted with 1-bromo-3-chloropropane. In a further aspect of the invention, there is also provided a method for preparing (Z,Z,E)-7,11,13-hexadecatrienal comprising a step of reacting a Grignard reagent into which (Z,Z,E)-1-chloro-6,10,12-pentadecatriene is converted with ethyl orthoformate to obtain (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene, and a step of treating the (Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene with an acid to obtain (Z,Z,E)-7,11,13-hexadecatrienal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829255B1
Source datasetuspto-grants-2014_09
ORD IDord-8ddc605a43cf463c8d6ff70afede25ae
Source noteuspto-grants-2014_09