HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10834Generated: October 25, 2026
Methyl acetoacetate → Methyl 3-tetrahydropyrrolyl-2-butenoate
https://huagongshe.com/reaction/10834
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 3-tetrahydropyrrolyl-2-butenoate | HCID 69630084 | 99.5% |
Reaction Steps
Methyl acetoacetate (20 g, 172.23 mmol) was dissolved in 250 mL of toluene, and then pyrrolidine (43 ml, 516.70 mmol) and p-toluenesulfonic acid hydrate (about 100 mg) were added dropwise. After installing a Dean-Stark separator to the reactor, the reaction mixture was refluxed 140° C. for two days, and then solvent was removed by concentrating the resulting mixture under a reduced pressure, thereby to obtain the desired product (29 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07094908B2 |
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| Source dataset | uspto-grants-2006_08 |
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| ORD ID | ord-8ef35b9c9c5c40bcabb7b408e1cb86f0 |
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| Source note | uspto-grants-2006_08 |
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