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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1941481Erstellt: 25. Oktober 2026

Dimethyl Sulfide → Trans-2-(4-Methoxyphenyl)-3-phenyl-1-(4-methylphenylsulphonyl)aziridine

https://huagongshe.com/reaction/1941481

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfideHCID 1068—
EduktBenzene, (diazomethyl)-HCID 136601—
EduktN-[(4-Methoxyphenyl)methylidene]-4-methylbenzene-1-sulfonamideHCID 766935—
KatalysatorAcetic acid, rhodium(2+) saltHCID 21674—
LösungsmittelDichloromethaneHCID 6344—
Lösungsmitteltert-Butyl methyl etherHCID 15413—
ProduktTrans-2-(4-Methoxyphenyl)-3-phenyl-1-(4-methylphenylsulphonyl)aziridineHCID 1201274551%

Reaktionsschritte

To a stirred solution of dimethylsulphide (7 μl, 0.1 mmol), rhodium (II) acetate (2 mg, 0.005 mmol) and N-(4-methoxybenzylidene)toluene-p-sulphonamide (144 mg, 0.5 mmol) in dichloromethane (2 ml) was added phenyldiazomethane (prepared as in Example 36; 8.96 ml of a 0.067M solution in t-butylmethylether) over a period of 12 hours. Upon completion of the addition the solvent was removed in vacuo and the residue was chromatographed using silica gel eluting with 15:85 ethyl acetate:petrol to give the title compound (96 mg, 51%). δH (CDCl3) 7.62(2H), 6.75-7.45(11H,m), 4.35(1H,d,J=6 Hz), 4.18(1H,d,J=6 Hz), 3.62(3H,s), 2.35(3H,s)ppm.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05703246
Quelldatensatzuspto-grants-1997_12
ORD IDord-fff2ba1b05d24dbb91544fb1260fe7d5
Quellennotizuspto-grants-1997_12