HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194695Generated: November 1, 2026
Diisopropylethylamine → HCID 68409671, compound
https://huagongshe.com/reaction/2194695
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Ethylhexyl 3-mercaptopropionate | HCID 92640 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 86644414 | HCID 86644414 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68409671 | HCID 68409671 | 86% |
Reaction Steps
A solution of ethyl 1-(2-chlorophenyl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazole-3-carboxylate (2.85 g), 2-ethylhexyl 3-mercaptopropionate (2.34 g) and N-ethyldiisopropylamine (1.85 g) in toluene (30 mL) was sufficiently deaerated, tris(dibenzylideneacetone)dipalladium (0) (327 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (414 mg) were added, and the mixture was further deaerated. Under an argon atmosphere, the reaction mixture was stirred at 110° C. for 4 hr, and allowed to cool to room temperature. Water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=19:1→7:1) to give the title compound as a yellow oil (yield 2.87 g, yield 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08334301B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-529486229f3c4dc694d0e991e4260cd2 |
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| Source note | uspto-grants-2012_12 |
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