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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1985214Erstellt: 27. Oktober 2026

Homoserine lactone hydrobromide → 1-(4-Methyl-benzyl)-3-(2-oxo-tetrahydro-furan-3-yl)-urea

https://huagongshe.com/reaction/1985214

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHomoserine lactone hydrobromideHCID 73508—
EduktDiisopropylethylamineHCID 81531—
Edukt1-(Isocyanatomethyl)-4-methylbenzeneHCID 2733388—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(4-Methyl-benzyl)-3-(2-oxo-tetrahydro-furan-3-yl)-ureaHCID 57718995142,6%

Reaktionsschritte

A 0° C. slurry of α-amino-γ-butyrolactone hydrobromide (25 g, 0.137 mol) in THF (200 mL) was combined with 1-isocyanatomethyl-4-methyl-benzene (20.6 g, 0.139 mol) and then treated dropwise with N,N-diisopropylethylamine (19.5 g, 0.151 mol). The reaction mixture was stirred for at room temperature for 2 h. The solvent was removed in vacuo to give 48.5 g crude 1-(4-methyl-benzyl)-3-(2-oxo-tetrahydro-furan-3-yl)-urea that was utilized directly in the next reaction without purification. MS (ES30 ) Calc'd for C13H17N2O3 (M+1) 249. Found m/z 249 (100%). 1H NMR.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07544812B2
Quelldatensatzuspto-grants-2009_06
ORD IDord-f56ded2aff7f4782a850d8dcb4a2681c
Quellennotizuspto-grants-2009_06