Reaktion #44505

ord-e40caf334b0742ffaf4ef4909375fc79

Reaktionsgleichung

CC(C)(C)[Si](OC1CCC=CCC1)(c1ccccc1)c1ccccc1
solution
CC(C)(C)[Si](OC1CCC=CCC1)(c1ccccc1)c1ccccc1
tert-butyl-(cyclohept-4-enyloxy)-diphenyl-silane
CCOC(=O)C=[N+]=[N-]
ethyl diazoacetate
CCOC(=O)C1C2CCC(O[Si](c3ccccc3)(c3ccccc3)C(C)(C)C)CCC21
title compound
CCOC(=O)C1C2CCC(O[Si](c3ccccc3)(c3ccccc3)C(C)(C)C)CCC21
4-(tert-butyl-diphenyl-silanyloxy)-bicyclo[5.1.0]octane-8-carboxylic acid ethyl ester

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvent was evaporated in vacuo and product
  2. 2
    Sonstigepurified by flash column chromatography (hexanes:ethyl acetate 100:0 to 80:20)

Vorschrift

To a solution of Example 8C (2.2 g, 6.28 mmoles) and Rh2(OAc)4 (2 mg, 4.3 μmol) in dichloromethane (2 mL), ethyl diazoacetate (0.717 g, 6.28 mmoles) in dichloromethane (4 mL) was added over two hours via a syringe pump. The solvent was evaporated in vacuo and product purified by flash column chromatography (hexanes:ethyl acetate 100:0 to 80:20) to provide the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737137B2uspto-grants-2010_06