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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 894381Generated: October 25, 2026

2-Propenal, 3-[4-(1,1-dimethylethyl)phenyl]-2-methyl- → Fenpropimorph

https://huagongshe.com/reaction/894381

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Propenal, 3-[4-(1,1-dimethylethyl)phenyl]-2-methyl-HCID 114659—
Reactant2,6-Dimethylmorpholine, cis-HCID 641500—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductFenpropimorphHCID 9336594%

Reaction Steps

A mixture of 2,500 parts by volume of methanol, 366 parts of cis-2,6-dimethylmorpholine, 606 parts of 3-p-tertiary butylphenyl-2-methyl-prop-2-enal and 35 parts of catalyst, comprising 0.5% by weight of Pd, 5% by weight of Pr2O3, 1% by weight of Mn, remainder Al2O3, is hydrogenated stepwise, in a stirred autoclave of 5,000 parts by volume capacity, first at 50° C. under 50 bar hydrogen pressure, then at 90° C. under the same pressure and finally at 120° C. under the same pressure, until no further hydrogen is absorbed. The autoclave is then allowed to cool, the catalyst is filtered off and the filtrate is purified by distillation. 856 parts of N-(3'-p-tertiary butylphenyl-2'-methyl-propyl)-cis-2,6-dimethylmorpholine, boiling point 206° C./24 mbar, are obtained. This corresponds to a yield of 94% of theory (based on 3-p-tertiary butylphenyl-2-methyl-prop-2-enal).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04283534
Source datasetuspto-grants-1981_08
ORD IDord-1b5f9461ba7342f597f789ebfd83c56a
Source noteuspto-grants-1981_08