HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
m-Chloroperbenzoic acid → tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | m-Chloroperbenzoic acid | HCID 70297 | — |
| Edukt | tert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylate | HCID 5148195 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate | HCID 10103880 | 87% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08648197B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-f052fa83e1e540799f284b5912c7d59e |
| Quellennotiz | uspto-grants-2014_02 |