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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 337566Erstellt: 25. Oktober 2026

Triphenylphosphine → 1,1-Dimethylethyl cyclopropyl[(2,3-dichloro-5-formylphenyl)methyl]carbamate

https://huagongshe.com/reaction/337566

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktOzoneHCID 24823—
Edukt1,1-Dimethylethyl cyclopropyl[(2,3-dichloro-5-ethenylphenyl)methyl]carbamateHCID 66895414—
LösungsmittelDichloromethaneHCID 6344—
Produkt1,1-Dimethylethyl cyclopropyl[(2,3-dichloro-5-formylphenyl)methyl]carbamateHCID 86651663—

Reaktionsschritte

To a dichloromethane (0.03 M) solution of 1,1-dimethylethyl cyclopropyl[(2,3-dichloro-5-ethenylphenyl)methyl]carbamate (1 eq.) from Step 2, Amine 6 was bubbled at −78° C. freshly generated ozone until a persistent blue color was obtained. To this was then added triphenylphosphine (1.2 eq.) in one rapid portion and the resulting mixture was slowly warmed to RT over 3 h. The volatiles were removed in vacuo and the remaining residue was triturated with 2:1 (v/v) Hex:Et2O. The insolubles were removed via filtration and the filtrate was concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→1:1 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889714B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-3613fc659d2e4b0488fbd1a459e6747a
Quellennotizuspto-grants-2014_11