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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444591Generated: October 28, 2026

Dimethylformamide dimethyl acetal → tert-butyl 3-[(dimethylamino)methylene]-4-oxotetrahydro-1(2H)-pyridinecarboxylate

https://huagongshe.com/reaction/1444591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventTolueneHCID 1140—
Producttert-butyl 3-[(dimethylamino)methylene]-4-oxotetrahydro-1(2H)-pyridinecarboxylateHCID 53395404—

Reaction Steps

Dimethoxymethyl-dimethyl-amine (DMA) 35.5 ml (266 mmol) was added to a solution of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester 10.59 g (53.14 mmol) in toluene (50 ml) with stirring and with nitrogen as inert gas and refluxing was performed for 3.5 h. After removal of the solvent, the product 3-dimethylaminomethylene-4-oxo-piperidine-1-carboxylic acid tert-butyl ester was obtained, which was used in the subsequent reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662828B2
Source datasetuspto-grants-2010_02
ORD IDord-d77705b5a07648ab8efec8e319d0c904
Source noteuspto-grants-2010_02