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HRID 30250Erstellt: 25. Oktober 2026

Chloro(diphenyl)silane → 2-Benzyl-5,6-dibromo-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentalene

https://huagongshe.com/reaction/30250

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloro(diphenyl)silaneHCID 74206—
EduktSodium BicarbonateHCID 516892—
Edukt2-Benzyl-5,6-dibromo-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentalen-7-olHCID 131727029—
Lösungsmittel1,1-DichloroethaneHCID 6365—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Benzyl-5,6-dibromo-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[alpha]pentaleneHCID 131727030—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

The product from step f) (300 mg, 0.69 mmol) in dichloroethane (2.6 ml) was treated with InCl3 (153 mg, 0.69 mmol) and chlorodiphenylsilane (457 mg, 2.08 mmol). The contents were heated to 60° C. for 16 hours. The reaction mixture was cooled to 22° C., poured into sat. NaHCO3 and diluted with EtOAc (75 ml); producing a white emulsion. The emulsion was passed through celite and the organic layer was separated, washed with brine (25 ml) and dried (MgSO4). The crude product was dissolved in 7:3 hexanes:EtOAc and passed through a plug of silica gel to give the subtitle compound. MS calculated for C16H15Br2NS+H 414, observed 412, 414, 416.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423056B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-de128afaab06408dbc1978e553987d92
Quellennotizuspto-grants-2008_09