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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890486Generated: October 30, 2026

Triethylamine → 5-(1-Amino-2-cyclopropyl-ethylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

https://huagongshe.com/reaction/890486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantMethyl 2-Cyclopropylacetimidate HydrochlorideHCID 67072443—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
Product5-(1-Amino-2-cyclopropyl-ethylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dioneHCID 219356629%

Reaction Steps

2-Cyclopropyl-acetimidic acid methyl ester hydrochloride (1 g, 7 mmol), 2,2-dimethyl-[1,3]dioxane-4,6-dione (963 mg, 7 mmol) and triethylamine (1.07 ml, 8 mmol) in chloroform (7 ml) were heated under reflux conditions for 14 h. The mixture was diluted with dichloromethane, washed neutral with brine/ice water 1/1 and the organic layer was dried over sodium sulfate. The solvent was removed under reduced pressure and the residue purified by flash chromatography (silica gel, heptane/AcOEt) to give 128 mg (0.6 mmol, 9%) of the title compound as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995263B2
Source datasetuspto-grants-2006_02
ORD IDord-01f5cfb3901243888dd892b6d01aed25
Source noteuspto-grants-2006_02