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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1018054Erstellt: 26. Oktober 2026

Water → 3-Benzyl-6-oxa-3-azabicyclo(3.1.0)hexane

https://huagongshe.com/reaction/1018054

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Eduktm-Chloroperbenzoic acidHCID 70297—
Edukt1-Benzyl-2,5-dihydropyrroleHCID 561506—
Edukt2-Mesitylenesulfonic acid dihydrateHCID 15620344—
LösungsmittelAcetoneHCID 180—
Produkt3-Benzyl-6-oxa-3-azabicyclo(3.1.0)hexaneHCID 981537094,7%

Reaktionsschritte

To a solution of 15.9 g (0.1 mol) of 1-benzyl-3-pyrroline, 56.7 g (0.24 mol) of 2-mesitylenesulfonic acid dihydrate (produced by Aldrich Chemical Co., Inc.), 15.0 g of water, and 60.0 g of acetone in a round flask reactor, 31.1 g (0.13 mol) of 70% m-CPBA (m-chloroperbenzoic acid produced by Tokyo Chemical Industry Co., Ltd.) was added with stirring and allowed to react for 10 hours at room temperature without irradiation by lamps. After completion, acetone was evaporated under reduced pressure, neutralized by NaOH (aq), and extracted with toluene and water. After the solvent was evaporated under reduced pressure, 16.6 g of 1-benzyl-3,4-epoxypyrrolidine (yield 94.7%) was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06479668B1
Quelldatensatzuspto-grants-2002_11
ORD IDord-932daf54482848f9b8a186c11e746125
Quellennotizuspto-grants-2002_11