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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1630454Erstellt: 25. Oktober 2026

Acetyl chloride → Tert-butyl 2-{N-[1,3-bis(acetyloxy)propan-2-yl]acetamido}acetate

https://huagongshe.com/reaction/1630454

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetyl chlorideHCID 6367—
EduktTriethylamineHCID 8471—
EduktTert-butyl 2-{[1,3-bis(acetyloxy)propan-2-yl]amino}acetateHCID 86635762—
ProduktTert-butyl 2-{N-[1,3-bis(acetyloxy)propan-2-yl]acetamido}acetateHCID 8663576350,3%

Reaktionsschritte

Acetyl chloride (0.357 ml, 5.0 mmol) was added dropwise to a stirred solution of tert-butyl 2-{[1,3-bis(acetyloxy)propan-2-yl]amino}acetate (1.22 g, 4.2 mmol) and triethylamine (0.696 ml, 5.0 mmol). After 2 hours the reaction was quenched by the addition of water. The organic phase was separated and washed with further aliquots of water before being dried over MgSO4, filtered and concentrated in vacuo. The title compound was purified by silica column chromatography eluting with 25% EtOAc:Hept to yield the title compound (0.7 g, 50%). 1H NMR (250 MHz, CHLOROFORM-d) δ 4.04-4.44 (5H, m), 3.98 (1H, s), 3.88 (1H, s), 2.08 (3H, s), 2.05 (6H, s), 1.47 (9H, s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08791134B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-8837a5af85da40e7af77e18cec4c8c74
Quellennotizuspto-grants-2014_07