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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524659Generated: October 31, 2026

Dimethylformamide → HCID 90043982, compound

https://huagongshe.com/reaction/524659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiethyl MalonateHCID 7761—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 77896150HCID 77896150—
SolventEthyl AcetateHCID 8857—
ProductHCID 90043982HCID 9004398289%

Reaction Conditions

Temperature80 °C

Reaction Steps

Diethyl malonate (1.78 g, 11.1 mmol), DMF (25 mL), sodium hydroxide (0.22 g, 5.55 mmol) and 4-benzyl-3-(bromomethyl)morpholine (1 g, 3.7 mmol) (The compound was synthesized according to the procedure as described in Helvetica Chimica Acta, 87, 2004) were added to a dried flask in turn. The mixture was stirred at 80° C. for 4 hours under N2, and cooled to 25° C. The reaction mixture was diluted with EtOAc (200 mL). The organic layer was washed with brine (100 mL×6), dried over unhydrous Na2SO4. The crude product was purified by a silica gel column chromatography (PETROLEUM ETHER/EtOAc (V/V)=15/1) to give the title compound as colorless oil (1.15 g, 89%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340538B2
Source datasetuspto-grants-2016_05
ORD IDord-fb9022739dd441babcf99d9f6e1a92fd
Source noteuspto-grants-2016_05