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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantPiperidineHCID 8082—
Reactant4-Formylphenyl methanesulfonateHCID 14421293—
SolventPyridineHCID 1049—
Product(2E)-3-(4-((Methylsulfonyl)oxy)phenyl)-2-propenoic acidHCID 1572660157.4%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07101898B2
Source datasetuspto-grants-2006_09
ORD IDord-b2ff45cfe0f44c1dbf838bd196437a58
Source noteuspto-grants-2006_09