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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 241331Erstellt: 26. Oktober 2026

m-Chloroperbenzoic acid → tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate

https://huagongshe.com/reaction/241331

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktm-Chloroperbenzoic acidHCID 70297—
Edukttert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylateHCID 5148195—
LösungsmittelDichloromethaneHCID 6344—
Produkttert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylateHCID 1010388087%

Reaktionsschritte

2,5-Dihydro-pyrrole-1-carboxylic acid tert-butyl ester (46 g, 65% purity) was dissolved in CH2Cl2 (500 mL). The solution was cooled to 0° C. mCPBA (122 g, 2 eq, 77% purity) was slowly added to the solution at 0° C. The reaction mixture was stirred at 0° C. to RT for overnight. The mixture was concentrated to 200 ml, and filtered. The organic phase was washed with 1 N NaOH solution (4×100 mL), dried over Na2SO4. The resulting oil was purified by column chromatography (hexane:ethyl acetate 3:1) to give 28 g of desired product as a colorless oil (87% yield). 1H-NMR (300 MHz, CDCl3): δ 1.41 (s, 9H), 3.26 (dd, 2H), 3.25-3.80 (m, 4H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08648197B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-f052fa83e1e540799f284b5912c7d59e
Quellennotizuspto-grants-2014_02