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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304841Generated: October 27, 2026

Acetic Acid → 4-Carboxymethyl-3-formyl-1,3-oxazolidin-5-one

https://huagongshe.com/reaction/2304841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantN-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamideHCID 11298025—
Product4-Carboxymethyl-3-formyl-1,3-oxazolidin-5-oneHCID 15342176—

Reaction Conditions

Temperature50 °C

Reaction Steps

14.3 g (100 mmol) of formyl aspartic acid anhydride are charged into a 100° C. solution of 9 g (300 mmol) paraformaldehyde in 200 ml glacial acetic acid. After 30 min the mixture is cooled to 50° C. and the acetic acid removed in a vacuum. Then, the yellowish oily residue is taken up in a little saturated sodium hydrogen carbonate solution and extracted several times after acidification of the aqueous solution to pH 1.5 with ethyl acetate. The collected organic phases are dried over magnesium sulfate and then filtered. After removal of the solvent in a vacuum a yellowish oil is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06437145B1
Source datasetuspto-grants-2002_08
ORD IDord-f48ec3860ce04799b5a1c007828d3cc6
Source noteuspto-grants-2002_08