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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033838Generated: November 1, 2026

2-Methylbenzenesulfonic acid hydrate → (R)-2-acetamido-3-ethoxycarbonyl-2-penten-4-olide

https://huagongshe.com/reaction/1033838

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylbenzenesulfonic acid hydrateHCID 12496995—
Reactant(R)-2-amino-3-ethoxycarbonyl-2-penten-4-olideHCID 22851708—
SolventAcetic AnhydrideHCID 7918—
Product(R)-2-acetamido-3-ethoxycarbonyl-2-penten-4-olideHCID 22851706—

Reaction Conditions

Temperature40 °C

Reaction Steps

12.04 g of (R)-2-amino-3-ethoxycarbonyl-2-penten-4-olide are dissolved in 48 ml of acetic anhydride, 125 mg of toluenesulphonic acid monohydrate are added and the whole is stirred overnight at 40° C. The mixture is concentrated by evaporation, dissolved in ethyl acetate and washed with water. The ethyl acetate is distilled off and the residue is recrystallised from ethyl acetate/cyclohexane, [α]D20 =+62.3° (3% in CHCl3), m.p. 119°-122° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05312914
Source datasetuspto-grants-1994_05
ORD IDord-523f0648441e4a9ab422680dbd6ca173
Source noteuspto-grants-1994_05