HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212033Generated: November 1, 2026
Malonic Acid → (2E)-3-(4-((Methylsulfonyl)oxy)phenyl)-2-propenoic acid
https://huagongshe.com/reaction/2212033
Participants
| Role | Name | HCID | Charge |
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| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-Formylphenyl methanesulfonate | HCID 14421293 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | (2E)-3-(4-((Methylsulfonyl)oxy)phenyl)-2-propenoic acid | HCID 15726601 | 57.4% |
Reaction Steps
Malonic acid (7.80 g, 74.92 mmol) was added to a solution of the crude methanesulfonic acid 4-formylphenyl ester (10 g, 49.95 mmol), which was synthesized in the preceeding step, and piperidine (0.7 ml, 7.09 mmol) in pyridine (50 ml). The reaction mixture was heated to 90° C. for 2.5 h. It was cooled to room temperature. Concentrated hydrochloric acid/ice (400 ml/100 ml) was added. The precipitation was filtered off and washed with a 10% aqueous solution of acetic acid (200 ml). It was dried in vacuo to give 6.95 g of (E)-3-(4-(methanesulfonyloxy)phenyl)acrylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07101898B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-b2ff45cfe0f44c1dbf838bd196437a58 |
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| Source note | uspto-grants-2006_09 |
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