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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1057936Erstellt: 26. Oktober 2026

p-Toluenesulfonic acid → 7-Methoxy-spiro[1,3-benzodioxole-2,1'-cyclopentane]

https://huagongshe.com/reaction/1057936

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
EduktCyclopentanoneHCID 8452—
Edukt3-MethoxycatecholHCID 13622—
EduktSodium HydroxideHCID 14798—
EduktMethylorthoformateHCID 53629101—
LösungsmittelBenzeneHCID 241—
Produkt7-Methoxy-spiro[1,3-benzodioxole-2,1'-cyclopentane]HCID 22734358—

Reaktionsschritte

A mixture of 3-methoxycatechol (22.6 g), cyclopentanone (27.1 g), methyl orthoformate (34.2 g), p-toluenesulfonic acid.monohydrate (0.2 g), and benzene (300 ml) was heated under reflux for 24 hours. After being allowed to stand for cooling, a dilute solution of sodium hydroxide was added to the mixture followed by extraction with ether. The organic layer was washed with a saturated saline and dried over anhydrous potassium carbonate. The solvent was distilled off under reduced pressure to give Compound IIax-a (30 g, 90%) as a colorless oily substance.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06514996B2
Quelldatensatzuspto-grants-2003_02
ORD IDord-90aaaece27484cfd9e92e5e5afb4e018
Quellennotizuspto-grants-2003_02