HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096937Generated: October 31, 2026
Pyrrolidine → Dimethyl 5-(pyrrolidin-1-yl)isophthalate
https://huagongshe.com/reaction/1096937
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Dimethyl 5-[[(Trifluoromethyl)sulfonyl]oxy]isophthalate | HCID 10617248 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Dimethyl 5-(pyrrolidin-1-yl)isophthalate | HCID 57930958 | — |
Reaction Steps
In a nitrogen atmosphere, a mixture of dimethyl 5-trifluoromethanesulfonyloxyisophthalate (1.37 g, 4.00 mmol), pyrrolidine (0.50 mL, 6.00 mmol), tris(dibenzylideneacetone)dipalladium(0) (37 mg, 0.040 mmol), 2-(di-tert-butylphosphino)biphenyl (24 mg, 0.080 mmol), potassium phosphate (1.19 g, 5.60 mmol) and 1,2-dimethoxyethane (12 mL) was stirred at 80° C. for 12 hours. After left cooled, the reaction mixture was diluted with ethyl acetate, filtered through Celite, and the filtrate was concentrated under reduced pressure. The residue was purified through silica gel column chromatography to obtain the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138197B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-04d6cc786cb64d13b36840e67529af1e |
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| Source note | uspto-grants-2012_03 |
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