Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 432596Erstellt: 26. Oktober 2026

Trifluoroacetate → 3'H-Spiro[cyclohexane-1,1'-isobenzofuran]-4-one

https://huagongshe.com/reaction/432596

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetateHCID 84468—
Edukt8-[2-(Hydroxymethyl)phenyl]-1,4-dioxaspiro[4.5]decan-8-olHCID 18760053—
LösungsmittelDiethylether hexaneHCID 21584099—
Produkt3'H-Spiro[cyclohexane-1,1'-isobenzofuran]-4-oneHCID 1876011344%

Reaktionsschritte

0.64 g (2.62 mmol) of 8-(2-Hydroxymethyl-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol was added to 80% trifluoroacetate (TFA) 2.5 ml. The mixture was stirred at room temperature for 5 hours. Rotory evaporation of the TFA left thick brown oil. The oil was dissolved in 2.0 ml of EtOAc and washed first with 1N NaOH and then with H2O. The organic layer was dried with MgSO4 and concentrated, leaving a thick yellow oil. Hexane/ether (2:1) was added and the sides of the flask were scratched. A precipitate began to form. 0.23 Grams of 3′H-Spiro[cyclohexane-1,1′-isobenzofuran]-4-one were obtained, 44% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06664258B1
Quelldatensatzuspto-grants-2003_12
ORD IDord-f1168dc3b88040e0bdff1ff2f0caefdd
Quellennotizuspto-grants-2003_12