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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| Reactant | Diethyl-2-(2-methyl-6-quinolinyl)-2-butenedioate | HCID 57856050 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Diethyl 1-(2-methyl-6-quinolinyl)-1,2-cyclopropanedicarboxylate | HCID 57856025 | 95.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07799815B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-8b240249968f40da997390c92ef480c3 |
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| Source note | uspto-grants-2010_09 |
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