HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47435Generated: October 26, 2026
Tetraethyltin → 8-Ethyl-2-methylquinoline-4-carboxylic Acid Ethyl Ester
https://huagongshe.com/reaction/47435
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetraethyltin | HCID 11704 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 8-Bromo-2-methylquinoline-4-carboxylic Acid Ethyl Ester | HCID 69831355 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Ethyl-2-methylquinoline-4-carboxylic Acid Ethyl Ester | HCID 54492735 | 52% |
Reaction Steps
8-Bromo-2-methylquinoline4-carboxylic acid ethyl ester (0.5 g), lithium chloride (0.216 g), tetraethyltin (0.435 g) and bis(triphenylphosphine)palladium (II) chloride (0.05 g) were combined in dimethylformamide (20 ml) and heated at 100° C. for 24 h. Solvent was removed at reduced pressure, the residue dissolved in dichloromethane and filtered. Solvent was removed at reduced pressure and the residue column chromatographed (silica gel, 5% diethyl ether/pentane) to give the title compound (0.215 g). m/z (API+): 244 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06699879B1 |
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| Source dataset | uspto-grants-2004_03 |
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| ORD ID | ord-26d0a82c2dfb4cb4aa849e059193991f |
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| Source note | uspto-grants-2004_03 |
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