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HRID 639845Erstellt: 24. Oktober 2026

Acetate → Dimethyl 2-(3,4-dichlorophenyl)-2-(2-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}ethyl)-1,1-cyclopropanedicarboxylate

https://huagongshe.com/de/reaction/639845

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetateHCID 175—
Edukt2-Diazonio-1,3-dimethoxy-3-oxoprop-1-en-1-olateHCID 547673—
Edukt{[3-(3,4-Dichlorophenyl)-3-buten-1-yl]oxy}(1,1-dimethylethyl)diphenylsilaneHCID 59255999—
LösungsmittelDichloromethaneHCID 6344—
ProduktDimethyl 2-(3,4-dichlorophenyl)-2-(2-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}ethyl)-1,1-cyclopropanedicarboxylateHCID 5925600582,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

{[3-(3,4-Dichlorophenyl)-3-buten-1-yl]oxy}(1,1-dimethylethyl)diphenylsilane (P13, 2.25 g), dimethyl diazopropanedioate (1.2 g) (prepared in an analogous manner as reported in Synthetic Communications, 17(4), 1709-16, 1987) and rodhium (II) acetate dimer (0.060 g) were mixed together and heated at 100° C. for 40 min. After cooling, the residue was treated with DCM and the mixture was filtered. The filtrate was evaporated under reduced pressure and the crude product was purified by flash chromatography (Cy/EA from 1/0 to 95/5) to give the title compound (2.38 g) as a colourless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07691893B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-ccfab170865e4aa2a012ddae800d2bfb
Quellennotizuspto-grants-2010_04