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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 30848Erstellt: 23. Oktober 2026

Trifluoroacetic acid → 2-[4-(Methoxycarbonyl)oxan-4-yl]acetic acid

https://huagongshe.com/de/reaction/30848

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
Eduktmethyl 4-(2-tert-butoxy-2-oxoethyl)tetrahydro-2H-pyran-4-carboxylateHCID 21985691—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-[4-(Methoxycarbonyl)oxan-4-yl]acetic acidHCID 21985695104,5%

Reaktionsschritte

To a solution of methyl 4-(2-tert-butoxy-2-oxoethyl)tetrahydro-2H-pyran-4-carboxylate (1.1 g, 4.26 mmol) in dichloromethane (5.0 mL) was added trifluoroacetic acid (5.0 mL) and the resulting solution was stirred at rt for 5 h. The mixture was concentrated under reduced pressure to afford [4-(methoxycarbonyl)tetrahydro-2H-pyran-4-yl]acetic acid (900 mg, 94%), which was used in the next step without further purification. LC-MS ret. time 0.93 min, m/z 202.9 (MH+); 1H NMR (300 MHz, DMSO-d6) δ 1.60-1.70 (m, 2H), 2.10-2.15 (m, 2H), 2.68 (s, 2H), 3.62-3.71 (m, 2H), 3.72 (s, 3H), 3.79-3.86 (m, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423156B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-6b87bd52bebc4f5e84cdd400e0f932e8
Quellennotizuspto-grants-2008_09