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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85108Generated: October 29, 2026

Morpholine → HCID 58278897, compound

https://huagongshe.com/reaction/85108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant4-Chloro-1-(dimethoxymethyl)-2-(trifluoromethyl)benzeneHCID 58279341—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 58278897HCID 5827889710.4%

Reaction Steps

A mixture of 4-chloro-1-(dimethoxymethyl)-2-(trifluoromethyl)benzene (18; 3.20 g, 12.6 mmol), Pd2(dba)3 (0.30 g, 0.33 mmol), t-BuOK (3.50 g, 31.2 mmol) and morpholine (48; 1.09 g, 12.6 mmol) in anhydrous toluene (50 mL) was stirred under reflux for 12 h under an inert atmosphere of nitrogen. Upon cooling to room temperature, the mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by chromatography (petroleum ether:ethyl acetate=10:1) to give 4-(4-(dimethoxymethyl)-3-(trifluoromethyl)phenyl)morpholine 19 (0.40 g, 10.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846947B2
Source datasetuspto-grants-2014_09
ORD IDord-07cd9b03c3f24d31af635aed082d9572
Source noteuspto-grants-2014_09