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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715196Generated: October 26, 2026

Water → Diethyl 1-(2-methyl-6-quinolinyl)-1,2-cyclopropanedicarboxylate

https://huagongshe.com/reaction/1715196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
ReactantDiethyl-2-(2-methyl-6-quinolinyl)-2-butenedioateHCID 57856050—
SolventDimethyl SulfoxideHCID 679—
ProductDiethyl 1-(2-methyl-6-quinolinyl)-1,2-cyclopropanedicarboxylateHCID 5785602595.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium hydride (0.52 g) was added in small portions to a stirred suspension of trimethylsulfoxonium iodide (2.81 g) in DMSO (28 mL) at room temperature. After 0.5 h, the clear reaction mixture was cooled to 0° C. and a solution of diethyl-2-(2-methyl-6-quinolinyl)-2-butenedioate (2.0 g) in DMSO (14 mL) was quickly added and the stirring continued for 0.5 h after which time water (30 mL) was added. The mixture was extracted twice with ether (30 mL), the organic phase was washed with saturated ammonium chloride, dried over sodium sulphate and evaporated under reduced pressure to give 2 g of the title product which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799815B2
Source datasetuspto-grants-2010_09
ORD IDord-8b240249968f40da997390c92ef480c3
Source noteuspto-grants-2010_09