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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 707671Erstellt: 24. Oktober 2026

Nitrogen → 3-(3-Oxocyclobutyl)propanoic acid

https://huagongshe.com/de/reaction/707671

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktBenzyl 3-(3-oxocyclobutyl)propanoateHCID 67774851—
KatalysatorPalladiumHCID 23938—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-(3-Oxocyclobutyl)propanoic acidHCID 6777535799,4%

Reaktionsschritte

A solution of 3-(3-Oxo-cyclobutyl)-propionic acid benzyl ester (9) (8.12 g, 34.96 mmol) in ethyl acetate (80 ml) was purged 3× with N2 before 10% Pd/C (800 mg, 0.077 mmol, ˜2 mol %) was added. The reaction mixture was purged again 3× with N2 then twice with H2 before leaving the reaction under an atmosphere of H2. The reaction was monitored by LCMS until no more sign of starting material was observed (˜10 h). The reaction was purged with 3 times N2, filtered through celite and Pd/C was washed 3× with ˜25 ml of EtOAc. The combined organic were concentrated to yield 4.94 g (99%) of 10 as a light yellow oil. NMR analysis shows clean product, no further purification was required. 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 11.46 (1 H, br. s.), 3.09-3.29 (2 H, m), 2.63-2.80 (2 H, m), 2.35-2.53 (3 H, m), 1.95 (2 H, q, J=7.57 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09175032B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-95ff79cbd14f47ca952b2a1cee5c4b3f
Quellennotizuspto-grants-2015_11