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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1282407Generated: October 27, 2026

Methyl 4-Chloro-2-(3-methoxy-3-oxo-1-propenyl)-benzoate → Methyl 4-chloro-2-(3-methoxy-3-oxopropyl)benzoate

https://huagongshe.com/reaction/1282407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-Chloro-2-(3-methoxy-3-oxo-1-propenyl)-benzoateHCID 69978143—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductMethyl 4-chloro-2-(3-methoxy-3-oxopropyl)benzoateHCID 1842453279.8%

Reaction Steps

26.1 g of the methyl 4-chloro-2-(3-methoxy-3-oxo-1-propenyl)-benzoate prepared according to Example 1 are taken up in 300 ml of methanol and transferred into an autoclave and then hydrogenated at 30° C. and a hydrogen pressure of 30 bar for 5 h, until the theoretical amount of hydrogen has been taken up. The substance contains the palladium catalyst required for the Heck coupling, so that separate addition of a hydrogenation catalyst can be dispensed with. The pressure is reduced to 1 bar, and insoluble components are then filtered off. Solvent is then removed under reduced pressure until the hydrogenation product precipitates. Recrystallization gives 21 g of methyl 4-chloro-2-(3-methoxy-3-oxo-1-propanyl)-benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06455725B1
Source datasetuspto-grants-2002_09
ORD IDord-045bc2c809c249599cde5dbd30c52389
Source noteuspto-grants-2002_09