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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 222786Erstellt: 24. Oktober 2026

Cyclopropanecarboxaldehyde → (S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamide

https://huagongshe.com/de/reaction/222786

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclopropanecarboxaldehydeHCID 123114—
Edukttert-Butylsulfinamide, (S)-(-)-HCID 11355477—
KatalysatorCopper SulfateHCID 24462—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamideHCID 6700758095%

Reaktionsschritte

The title compound was prepared according to a general procedure described by G. Liu, D. A. Cogan, T. D. Owens, T. P. Tang, and J. A. Ellman J. Org. Chem. 1999, 64, 1278: A mixture of cyclopropanecarboxaldehyde (35.0 g, 0.5 mol), (S)-(−)-2-methyl-2-propanesulfinamide (30 g, 0.25 mol) and anhydrous CuSO4 (120 g, 0.75 mol) in CH2Cl2 (1500 mL) was stirred at room temperature overnight. The reaction mixture was filtered and evaporated to give the title compound (39 g, yield 95%), which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207347B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-33e946aeab894b1388f17fba0ad828fe
Quellennotizuspto-grants-2012_06