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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64923Generated: October 29, 2026

Formaldehyde → 3-{3-[(Benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl}propanoic acid

https://huagongshe.com/reaction/64923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantTolueneHCID 1140—
ReactantL-Glutamic acid, N-((phenylmethoxy)carbonyl)-HCID 70866—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
SolventEthyl AcetateHCID 8857—
Product3-{3-[(Benzyloxy)carbonyl]-5-oxo-1,3-oxazolidin-4-yl}propanoic acidHCID 561396—

Reaction Steps

To 1 liter of toluene were added 300 g of DL-N-benzyloxycarbonylglutamic acid, 48 g of paraformaldehyde and 12 g of p-toluenesulfonic acid monohydrate, and azeotropic dehydration was then carried out for 1 hour. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the oily substance thus obtained was dissolved in 500 ml of ethyl acetate, after which the resulting solution was washed with water and then dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure to obtain oily DL-3-benzyloxycarbonyl-4-(2-carboxyethyl)oxazolidin-5-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04610983
Source datasetuspto-grants-1986_09
ORD IDord-323e31a975494d069d5ca4ba6f1a34ef
Source noteuspto-grants-1986_09